Publications

105. Hurlocker, B.; Hu, C.; Woerpel, K. A. “Structure and Reactivity of an Isolable Seven-Membered-Ring trans-Alkene.” Angew. Chem., Int. Ed. 2015, 54, 4295–4298. DOI: 10.1002/anie.201410752

104. Chung, A.; Miner, M. R.; Richert, K. J.; Rieder, C. J.; Woerpel, K. A. “Formation of an Endoperoxide upon Chromium-Catalyzed Allylic Oxidation of a Triterpene by Oxygen.” J. Org. Chem. 2015, 80, 266–273. DOI: 10.1021/jo502344x

103. Garcia, A.; Otte, D. A. L.; Salamant, W. A.; Sanzone, J. R.; Woerpel, K. A. “Acceleration of acetal hydrolysis by remote alkoxy groups: evidence for electrostatic effects on the formation of oxocarbenium ions.” Angew. Chem., Int. Ed. 2015, 54, 3061–3064. DOI: 10.1002/anie.201410043

102. Otte, D. A. L.; Borchmann, D. E.; Lin, C.; Weck, M.; Woerpel, K. A. “¹³C NMR spectroscopy for the quantitative determination of compound ratios and polymer end groups” Org. Lett. 2014, 16, 1566–1569. DOI: 10.1021/ol403776k

101. Lavinda, O.; Tran, V. T.; Woerpel, K. A. “Effect of conformational rigidity on the stereoselectivity of nucleophilic additions to five-membered ring bicyclic oxocarbenium ion intermediates.” Org. Biomol. Chem. 2014, 12, 7083–7091. DOI: 10.1039/c4ob01251h

100.Kendale, J. C.; Valentin, E. M.; Woerpel, K. A. “Solvent Effects in the Nucleophilic Substitution of Tetrahydrofuran Acetals Promoted by Trimethylsilyl Trifluoromethanesulfonate: Trichloroethylene as Solvent for Stereoselective C- and O-Glycosylation.” Org. Lett. 2014, 16, 3684–3687. DOI: 10.1021/ol501471c

99. Kandur, W. V.; Richert, K. J.; Rieder, C. J.; Thomas, A. M.; Hu, C.; Ziller, J. W.; Woerpel, K. A. “Synthesis and Reactivity of 1,2-Dioxolanes from β-γ-Epoxy Ketones.” Org. Lett. 2014, 16, 2650–2653. DOI: 10.1021/ol500835f

98.Hurlocker, B.; Miner, M. R.; Woerpel, K. A. “Synthesis of silyl monoperoxyketals by regioselective cobalt-catalyzed peroxidation of silyl enol ethers: application to the synthesis of 1,2-dioxolanes.” Org. Lett. 2014, 16, 4280–4283. DOI: 10.1021/ol5020015

97. Rotsides, C. Z.; Hu, C.; Woerpel, K. A. “Diastereoselective Synthesis of eight-membered-ring allenes from propargylic epoxides and aldehydes by silylene insertion into carbon-oxygen bonds.” Angew. Chem., Int. Ed. 2013, 52, 13033–13036. DOI: 10.1002/anie.201306093

96. Tran, V. T.; Woerpel, K. A. “Nucleophilic Addition to Silyl-protected Five-membered Ring Oxocarbenium Ions Governed by Stereoelectronic Effects.” J. Org. Chem. 2013, 78, 6609–6621. DOI: 10.1021/jo400945j

95. Greene, M. A.; Prévost, M.; Tolopilo, J.; Woerpel, K. A. “Diastereoselective Synthesis of Seven-Membered-Ring trans-Alkenes from Dienes and Aldehydes by Silylene Transfer.” J. Am. Chem. Soc. 2012, 134, 12482–12484. DOI: 10.1021/ja305713v

94. Ventocilla, C. C.; Woerpel, K. A. “Synthesis of Silyloxy Dienes by Silylene Transfer to Divinyl Ketones: Application to the Asymmetric Synthesis of Substituted Cyclohexanes.” J. Org. Chem. 2012, 77, 3277–3283. DOI: 10.1021/jo202650k

93. Dibble, D. J.; Ziller, J. W.; Woerpel, K. A. “Spectroscopic and X-ray Crystallographic Evidence for Electrostatic Effects in 4-Substituted Cyclohexanone-Derived Hydrazones, Imines, and Corresponding Salts.” J. Org. Chem. 2011, 76, 7706–7719. DOI: 10.1021/jo200950s

92. Ventocilla, C. C.; Woerpel, K. A. “Silylene-Mediated Polarity Reversal of Dienoates: Additions of Dienoates to Aldehydes at the δ-Position To Form trans-Dioxasilacyclononenes.” J. Am. Chem. Soc. 2011, 133, 406–408. DOI: 10.1021/ja109631z

91. Ager, B. J.; Bourque, L. E.; Buchner, K. M.; Woerpel, K. A. “Silylene Transfer to Allylic Sulfides: Formation of Substituted Silacyclobutanes.” J. Org. Chem. 2010, 75, 5729–5732. DOI: 10.1021/jo1008228

90. Prévost, M.; Ziller, J. W.; Woerpel, K. A. “Strained organosilacyclic compounds: synthesis of anti-Bredt olefins and trans-dioxasilacyclooctenes.” Dalton Trans. 2010, 39, 9275–9281. DOI: 10.1039/c003227a

89. Harris, J. R.; Haynes II, M. T.; Thomas, A. M.; Woerpel, K. A. “Phospine-Catalyzed Reductions of Alkyl Silyl Peroxides by Titanium Hydride Reducing Agents: Development of the Method and Mechanistic Investigations.” J. Org. Chem. 2010, 75, 5083–5091. DOI: 10.1021/jo1008367

88. Buchner, K. M.; Woerpel, K. A. “Palladium- and Nickel-Catalyzed Carbon–Carbon Bond Insertion Reactions with Alkylidenesilacyclopropanes.” Organometallics 2010, 29, 1661–1669. DOI: 10.1021/om901042j

87. Beaver, M. G.; Woerpel, K. A. “Erosion of Stereochemical Control with Increasing Nucleophilicity: O-Glycosylation at the Diffusion Limit.” J. Org. Chem. 2010, 75, 1107–1118. DOI: 10.1021/jo902222a

86. Krumper, J. R.; Salamant, W. A.; Woerpel, K. A. “Correlations Between Nucleophilicities and Selectivities in the Substitutions of Tetrahydropyran Acetals.” J. Org. Chem. 2009, 74, 8039–8050. DOI: 10.1021/jo901639b

85. Prévost, M.; Woerpel, K. A. “Insertions of Silylenes into Vinyl Epoxides: Diastereoselective Synthesis of Functionalized, Optically Active trans-Dioxasilacyclooctenes.” J. Am. Chem. Soc. 2009, 131, 14182–14183. DOI: 10.1021/ja906204a

84. Leonard, N. M.; Woerpel, K. A. “Formation of Medium-Sized Nitrogen Heterocycles from γ-Silyloxy-γ-Lactams.” J. Org. Chem. 2009, 74, 6915–6923. DOI: 10.1021/jo900869k

83. Bourque, L. E.; Haile, P. A.; Woerpel, K. A. “Silylene-Mediated Ring Contraction of Homoallylic Ethers To Form Allylic Silanes.” J. Org. Chem. 2009, 74, 7180–7182. DOI: 10.1021/jo901111j

82. Howard, B. E.; Woerpel, K. A. “Silylene transfer to α-keto esters and application to the synthesis of γ-lactones.” Tetrahedron 2009, 65, 6447–6453. DOI: 10.1016/j.tet.2009.05.066 

81. Harris, J. R.; Waetzig, S. R.; Woerpel, K. A. “Palladium(II)-Catalyzed Cyclization of Unsaturated Hydroperoxides for the Synthesis of 1,2-Dioxanes.” Org. Lett. 2009, 11, 3290–3293. DOI: 10.1021/ol901046z

80. Bourque, L. E.; Haile, P. A.; Loy, J. M. N.; Woerpel, K. A. “Silylene oxonium ylides: di-tert-butylsilylene insertion into C-O bonds.” Tetrahedron 2009, 65, 5608–5613. DOI: 10.1016/j.tet.2009.04.016

79. Buchner, K. M.; Clark, T. B.; Loy, J. M. N.; Nguyen, T. X.; Woerpel, K. A. “Alkylidenesilacyclopropanes Derived from Allenes: Applications to the Selective Synthesis of Triols and Homoallylic Alcohols.” Org. Lett. 2009, 11, 2173–2175. DOI: 10.1021/ol900456v

78. Ramirez, A. P.; Thomas, A. M.; Woerpel, K. A. “Preparation of Bicyclic 1,2,4-Trioxanes from γ,δ-Unsaturated Ketones.” Org. Lett. 2009, 11, 507–510. DOI: 10.1021/ol8022853

77. Anderson, L. L.; Woerpel, K. A. “Formation and Utility of Azasilacyclopentadienes Derived from Silacyclopropenes and Nitriles.” Org. Lett. 2009, 11, 425–428. DOI: 10.1021/ol802412b

76. Yang, M. T.; Woerpel, K. A. “The Effect of Electrostatic Interactions on Conformational Equilibria of Multiply Substituted Tetrahydropyran Oxocarbenium Ions.” J. Org. Chem. 2009, 74, 545–553. DOI: 10.1021/jo8017846

75. Martyn, D. C.; Ramirez, A. P.; Beattie, M. J.; Cortese, J. F.; Patel, V.; Rush, M. A.; Woerpel, K. A.; Clardy, J. “Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum.” Bioorg. Med. Chem. Lett. 2008, 18, 6521–6524. DOI: 10.1016/j.bmcl.2008.10.083 

74. Bourque, L. E.; Woerpel, K. A. “Intermolecular Silacarbonyl Ylide Cycloadditions: A Direct Pathway to Oxasilacyclopentenes.” Org. Lett. 2008, 10, 5257–5260. DOI: 10.1021/ol8018538

73. Krumper, J. R.; Salamant, W. A.; Woerpel, K. A. “Continuum of Mechanisms for Nucleophilic Substitutions of Cyclic Acetals.” Org. Lett. 2008, 10, 4907–4910. DOI: 10.1021/ol8019956

72. Nevárez, Z.; Woerpel, K. A. “Dearomatization reactions of aryl-substituted silaaziridines.” J. Org. Chem. 2008, 73, 8113–8115. DOI: 10.1021/jo801502x

71. Beaver, M. G.; Billings, S. B.; Woerpel, K. A. “Nucleophilic substitution reactions of 2-phenylthio-substituted carbohydrate acetals and related systems: episulfonium ions vs. oxocarbenium ions as reactive intermediates.” Eur. J. Org. Chem. 2008, 771–781. DOI: 10.1002/ejoc.200700911

70. Beaver, M. G.; Billings, S. B.; Woerpel, K. A. “C-Glycosylation Reactions of Sulfur-Substituted Glycosyl Donors: Evidence against the Role of Neighboring-Group Participation.” J. Am. Chem. Soc. 2008, 130, 2082–2086. DOI: 10.1021/ja0767783

69. Howard, B. E.; Woerpel, K. A. “Synthesis of tertiary α-hydroxy acids by silylene transfer to α-keto esters.” Org. Lett. 2007, 9, 4651–4653. DOI: 10.1021/ol702148x

68. Bourque, L. E.; Cleary, P. A.; Woerpel, K. A. “Metal-Catalyzed Silylene Insertions of Allylic Ethers: Stereoselective Formation of Chiral Allylic Silanes.” J. Am. Chem. Soc. 2007, 129, 12602–12603. DOI: 10.1021/ja073758s

67. Nevárez, Z.; Woerpel, K. A. “Metal-Catalyzed Silylene Transfer to Imines: Synthesis and Reactivity of Silaaziridines.” Org. Lett. 2007, 9, 3773–3776. DOI: 10.1021/ol701424a

66. Kim, A. I.; Kimmel, K. L.; Romero, A.; Smitrovich, J. H.; Woerpel, K. A. “Mechanistic Studies of the Allylic Rearrangements of α-Silyloxy Allylic Silanes to Silyloxy Vinylic Silanes.” J. Org. Chem. 2007, 72, 6595–6598. DOI: 10.1021/jo070634p

65. Driver, T. G.; Harris, J. R.; Woerpel, K. A. “Kinetic Resolution of Hydroperoxides with Enantiopure Phosphines: Preparation of Enantioenriched Tertiary Hydroperoxides.” J. Am. Chem. Soc. 2007, 129, 3836–3837. DOI: 10.1021/ja070482f

64. Calad, S. A.; Woerpel, K. A. “Formation of Chiral Quaternary Carbon Stereocenters Using Silylene Transfer Reactions: Enantioselective Synthesis of (+)-5-epi-Acetomycin.” Org. Lett. 2007, 9, 1037–1040. DOI: 10.1021/ol063072p

63. Calad, S. A.; Ćiraković, J.; Woerpel, K. A. “Synthesis of (±)-epi-Stegobinone Utilizing Silacyclopropanes as Synthetic Intermediates.” J. Org. Chem. 2007, 72, 1027–1030. DOI: 10.1021/jo0620011

62. Evans, D. A.; Woerpel, K. A.; Nosse, B.; Schall, A.; Shinde, Y.; Jezek, E.; Haque, M. M.; Chhor, R. B.; Reiser, O. “Synthesis of (–)-(S,S)-Bis(4-isopropyloxazoline).” Org. Synth. 2006, 83, 97. DOI: 10.1002/0471264229.os083.14

61. Clark, T. B.; Woerpel, K. A. “Formation and Reactivity of Silacyclopropenes Derived from Siloxy Alkynes: Stereoselective Formation of 1,2,4-Triols.” Org. Lett. 2006, 8, 4109–4112. DOI: 10.1021/ol061652g

60. Baghdasarian, G.; Woerpel, K. A. “Electrostatic Effects on the Reactions of Cyclohexanone Oxocarbenium Ions.” J. Org. Chem. 2006, 71, 6851–6858. DOI: 10.1021/jo060968z

59. Billings, S. B.; Woerpel, K. A. “Nucleophilic Substitution Reactions of Sulfur-Substituted Cyclohexanone Acetals: An Analysis of the Factors Controlling Stereoselectivity.” J. Org. Chem. 2006, 71, 5171–5178. DOI: 10.1021/jo060077r

58. Shenoy, S. R.; Smith, D. M.; Woerpel, K. A. “Nucleophilic Additions of Trimethylsilyl Cyanide to Cyclic Oxocarbenium Ions: Evidence for the Loss of Stereoselectivity at the Limits of Diffusion Control.” J. Am. Chem. Soc. 2006, 128, 8671–8677. DOI: 10.1021/ja061110u

57. Romero, A.; Woerpel, K. A. “Stereoselective Synthesis of Highly Substituted γ-Lactams by the [3 + 2] Annulation of α-Siloxy Allylic Silanes with Chlorosulfonyl Isocyanate.” Org. Lett. 2006, 8, 2127–2130. DOI: 10.1021/ol060596g

56. Smith, D. M.; Woerpel, K. A. “Electrostatic interactions in cations and their importance in biology and chemistry.” Org. Biomol. Chem. 2006, 4, 1195–1201. DOI: 10.1039/b600056h

55. Lucero, C. G.; Woerpel, K. A. “Stereoselective C-Glycosylation Reactions of Pyranoses: The Conformational Preference and Reactions of the Mannosyl Cation.” J. Org. Chem. 2006, 71, 2641–2647. DOI: 10.1021/jo0522963

54. Clark, T. B.; Woerpel, K. A. “Silver-catalyzed silacyclopropenation of 1-heteroatom-substituted alkynes and subsequent rearrangement reactions.” Organometallics 2005, 24, 6212–6219. DOI: 10.1021/om050501z

53. Cleary, P. A.; Woerpel, K. A. “Metal-Catalyzed Rearrangement of Homoallylic Ethers to Silylmethyl Allylic Silanes in the Presence of a Di-tert-butylsilylene Source.” Org. Lett. 2005, 7, 5531–5533. DOI: 10.1021/ol052456x

52. Ramirez, A.; Woerpel, K. A. “Synthesis of 1,2-Dioxolanes by Annulation Reactions of Peroxycarbenium Ions with Alkenes.” Org. Lett. 2005, 7, 4617–4620. DOI: 10.1021/ol051703u

51. Larsen, C. H.; Ridgway, B. H.; Shaw, J. T.; Smith, D. M.; Woerpel, K. A. “Stereoselective C-Glycosylation Reactions of Ribose Derivatives: Electronic Effects of Five-Membered Ring Oxocarbenium Ions.” J. Am. Chem. Soc. 2005, 127, 10879–10884. DOI: 10.1021/ja0524043

50. Chamberland, S.; Ziller, J. W.; Woerpel, K. A. “Structural Evidence that Alkoxy Substituents Adopt Electronically Preferred Pseudoaxial Orientations in Six-Membered Ring Dioxocarbenium Ions.” J. Am. Chem. Soc. 2005, 127, 5322–5323. DOI: 10.1021/ja050830i

49. Shenoy, S. R.; Woerpel, K. A. “Investigations into the role of ion pairing in reactions of heteroatom-substituted cyclic oxocarbenium ions.” Org. Lett. 2005, 7, 1157–1160. DOI: 10.1021/ol0500620

48. Calad, S. A.; Woerpel, K. A. “Silylene Transfer to Carbonyl Compounds and Subsequent Ireland-Claisen Rearrangements to Control Formation of Quaternary Carbon Stereocenters.” J. Am. Chem. Soc. 2005, 127, 2046–2047. DOI: 10.1021/ja042893r

47. Chamberland, S.; Woerpel, K. A. “Using Nucleophilic Substitution Reactions to Understand How a Remote Alkyl or Alkoxy Substituent Influences the Conformation of Eight-Membered Ring Oxocarbenium Ions.” Org. Lett. 2004, 6, 4739–4741. DOI: 10.1021/ol047998d

46. Driver, T. G.; Woerpel, K. A. “Mechanism of Silver-Mediated Di-tert-butylsilylene Transfer from a Silacyclopropane to an Alkene.” J. Am. Chem. Soc. 2004, 126, 9993–10002. DOI: 10.1021/ja0306563

45. Clark, T. B.; Woerpel, K. A. “Formation and Utility of Oxasilacyclopentenes Derived from Functionalized Alkynes.” J. Am. Chem. Soc. 2004, 126, 9522–9523. DOI: 10.1021/ja047498f

44. Smith, D. M.; Woerpel, K. A. “Using Stereoelectronic Effects to Explain Selective Reactions of 4-Substituted Five-Membered Ring Oxocarbenium Ions.” Org. Lett. 2004, 6, 2063–2066. DOI: 10.1021/ol0492647

43. Ćiraković, J.; Driver, T. G.; Woerpel, K. A. “Metal-Catalyzed Di-tert-butylsilylene Transfer: Synthesis and Reactivity of Silacyclopropanes.” J. Org. Chem. 2004, 69, 4007–4012. DOI: 10.1021/jo0355505

42. Ayala, L.; Lucero, C. G.; Romero, J. A. C.; Tabacco, S. A.; Woerpel, K. A. “Stereochemistry of Nucleophilic Substitution Reactions Depending upon Substituent: Evidence for Electrostatic Stabilization of Pseudoaxial Conformers of Oxocarbenium Ions by Heteroatom Substituents.” J. Am. Chem. Soc. 2003, 125, 15521–15528. DOI: 10.1021/ja037935a

41. Smith, D. M.; Tran, M. B.; Woerpel, K. A. “Nucleophilic Additions to Fused Bicyclic Five-Membered Ring Oxocarbenium Ions: Evidence for Preferential Attack on the Inside Face.” J. Am. Chem. Soc. 2003, 125, 14149–14152. DOI: 10.1021/ja0375176

40. Tenenbaum, J. M.; Woerpel, K. A. “Use of an Aminosilyllithium for the Diastereoselective Synthesis of Diphenyl Oxasilacyclopentane Acetals and Polyols.” Org. Lett. 2003, 5, 4325–4327. DOI: 10.1021/ol035577a

39. Driver, T. G.; Woerpel, K. A. “Mechanism of Di-tert-Butylsilylene Transfer from a Silacyclopropane to an Alkene.” J. Am. Chem. Soc. 2003, 125, 10659–10663. DOI: 10.1021/ja0301370

38. Peng, Z.-H.; Woerpel, K. A. “[3 + 2] Annulation of Allylic Silanes in Acyclic Stereocontrol: Total Synthesis of (9S)-Dihydroerythronolide A.” J. Am. Chem. Soc. 2003, 125, 6018–6019. DOI: 10.1021/ja034865z

37. Smitrovich, J. H.; Woerpel, K. A. “Reactions of silylmethyl allylic silanes: synthesis of tetrahydrofurans.” Synthesis 2002, 2778–2785. DOI: 10.1055/s-2002-35988

36. Powell, S. A.; Tenenbaum, J. M.; Woerpel, K. A. “Utilization of 1-Oxa-2,2-(dimesityl)silacyclopentane Acetals in the Stereoselective Synthesis of Polyols.” J. Am. Chem. Soc. 2002, 124, 12648–12649. DOI: 10.1021/ja027335w

35. Roberson, C. W.; Woerpel, K. A. “Development of the [3 + 2] Annulations of Cyclohexenylsilanes and Chlorosulfonyl Isocyanate: Application to the Total Synthesis of (±)-Peduncularine.” J. Am. Chem. Soc. 2002, 124, 11342–11348. DOI: 10.1021/ja012152f

34. Peng, Z.-H.; Woerpel, K. A. “Synthesis of (±)-5-epi-Citreoviral and (±)-Citreoviral and the Kinetic Resolution of an Allylic Silane by a [3 + 2] Annulation.” Org. Lett. 2002, 4, 2945–2948. DOI: 10.1021/ol026343e

33. Ćiraković, J.; Driver, T. G.; Woerpel, K. A. “Metal-Catalyzed Silacyclopropanation of Mono- and Disubstituted Alkenes.” J. Am. Chem. Soc. 2002, 124, 9370–9371. DOI: 10.1021/ja020566i

32. Driver, T. G.; Franz, A. K.; Woerpel, K. A. “Diastereoselective Silacyclopropanations of Functionalized Chiral Alkenes.” J. Am. Chem. Soc. 2002, 124, 6524–6525. DOI: 10.1021/ja020183k

31. Bear, T. J.; Shaw, J. T.; Woerpel, K. A. “Diastereoselective Nucleophilic Substitution Reactions of Oxasilacyclopentane Acetals: Application of the “Inside Attack” Model for Reactions of Five-Membered Ring Oxocarbenium Ions.” J. Org. Chem. 2002, 67, 2056–2064. DOI: 10.1021/jo010823m

30. Palmer, W. S.; Woerpel, K. A. “Palladium-Catalyzed Reactions of Di-tert-butylsiliranes with Electron-Deficient Alkynes and Investigations of the Catalytic Cycle.” Organometallics 2001, 20, 3691–3697. DOI: 10.1021/om000870p

29. Peng, Z.-H.; Woerpel, K. A. “Stereoselective Synthesis of Substituted γ-Butyrolactones by the [3 + 2] Annulation of Allylic Silanes with Chlorosulfonyl Isocyanate: Enantioselective Total Synthesis of (+)-Blastmycinone.” Org. Lett. 2001, 3, 675–678. DOI: 10.1021/ol0069960

28. Franz, A. K.; Woerpel, K. A. “ZnBr₂-catalyzed insertions of carbonyl compounds into silacyclopropanes: regiochemical reversal dependent on metal salt.” Angew. Chem., Int. Ed. 2000, 39, 4295–4299. DOI: 10.1002/1521-3773(20001201)39:23<4295::AID-ANIE4295>3.0.CO;2-A

27. Franz, A. K.; Woerpel, K. A. “Development of Reactions of Silacyclopropanes as New Methods for Stereoselective Organic Synthesis.” Acc. Chem. Res. 2000, 33, 813–820. DOI: 10.1021/ar9900562

26. Peng, Z.-H.; Woerpel, K. A. “Benzhydryldimethylsilyl Allylic Silanes: Syntheses and Applications to [3 + 2] Annulation Reactions.” Org. Lett. 2000, 2, 1379–1381. DOI: 10.1021/ol005676d

25. Smitrovich, J. H.; Woerpel, K. A. “Stereoselective Synthesis of (Z)- and (E)-Allylic Silanes by Copper-Mediated Substitution Reactions of Allylic Carbamates with Grignard Reagents.” J. Org. Chem. 2000, 65, 1601–1614. DOI: 10.1021/jo991312r

24. Roberson, C. W.; Woerpel, K. A. “Formal Synthesis of (±)-Peduncularine: Use of the [3 + 2] Annulation of Allylic Silanes and Chlorosulfonyl Isocyanate.” Org. Lett. 2000, 2, 621–623. DOI: 10.1021/ol9913744

23. Romero, J. A. C.; Tabacco, S. A.; Woerpel, K. A. “Stereochemical reversal of nucleophilic substitution reactions depending upon substituent: Reactions of heteroatom-substituted six-membered-ring oxocarbenium ions through pseudoaxial conformers.” J. Am. Chem. Soc. 2000, 122, 168–169. DOI: 10.1021/ja993366o

22. Larsen, C. H.; Ridgway, B. H.; Shaw, J. T.; Woerpel, K. A. “A Stereoelectronic Model To Explain the Highly Stereoselective Reactions of Nucleophiles with Five-Membered-Ring Oxocarbenium Ions.” J. Am. Chem. Soc. 1999, 121, 12208–12209. DOI: 10.1021/ja993349z

21. Shaw, J. T.; Woerpel, K. A. “Divergent diastereoselectivity in the addition of nucleophiles to tetrahydrofuran-derived oxonium ions.” Tetrahedron 1999, 55, 8747–8756. DOI: 10.1016/S0040-4020(99)00441-X

20. Nguyen, P. T.; Palmer, W. S.; Woerpel, K. A. “Stereospecific and Regioselective Isocyanide Insertions into Siliranes and Reactions of the Resulting Iminosilacyclobutanes.” J. Org. Chem. 1999, 64, 1843–1848. DOI: 10.1021/jo9816257

19. Roberson, C. W.; Woerpel, K. A. “The [3 + 2] annulation of allylsilanes and chlorosulfonyl isocyanate: Stereoselective synthesis of 2-pyrrolidinones.” J. Org. Chem. 1999, 64, 1434–1435. DOI: 10.1021/jo982375x

18. Franz, A. K.; Woerpel, K. A. “Stereospecific and Regioselective Reactions of Silacyclopropanes with Carbonyl Compounds Catalyzed by Copper Salts: Evidence for a Transmetalation Mechanism.” J. Am. Chem. Soc. 1999, 121, 949–957. DOI: 10.1021/ja982897u

17. Evans, D. A.; Peterson, G. S.; Johnson, J. S.; Barnes, D. M.; Campos, K. R.; Woerpel, K. A. “An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane ((S,S)-tert-Butylbis(oxazoline)) and Derived Copper(II) Complexes. [Erratum to document cited in CA129:130388].” J. Org. Chem. 1999, 64, 678. DOI: 10.1021/jo9840271

16. Smitrovich, J. H.; Woerpel, K. A. “Copper-Mediated Substitution Reactions of Alkylmagnesium Reagents with Allylic Carbamates: (Z)-Selective Alkene Synthesis.” J. Am. Chem. Soc. 1998, 120, 12998–12999. DOI: 10.1021/ja9820341

15. Evans, D. A.; Peterson, G. S.; Johnson, J. S.; Barnes, D. M.; Campos, K. R.; Woerpel, K. A. “An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane [(S,S)-tert-Butylbis(oxazoline)] and Derived Copper(II) Complexes.” J. Org. Chem. 1998, 63, 4541–4544. DOI: 10.1021/jo980296f

14. Ridgway, B. H.; Woerpel, K. A. “Transmetalation of Alkylboranes to Palladium in the Suzuki Coupling Reaction Proceeds with Retention of Stereochemistry.” J. Org. Chem. 1998, 63, 458–460. DOI: 10.1021/jo970803d

13. Shaw, J. T.; Woerpel, K. A. “Preparation and synthetic utility of oxasilacyclopentane acetals derived from siliranes.” Tetrahedron 1997, 53, 16597–16606. DOI: 10.1016/S0040-4020(97)01039-9

12. Palmer, W. S.; Woerpel, K. A. “Synthesis of Silirenes by Palladium-Catalyzed Transfer of Silylene from Siliranes to Alkynes.” Organometallics 1997, 16, 4824–4827. DOI: 10.1021/om9704861

11. Shaw, J. T.; Woerpel, K. A. “Divergent Diastereoselectivity in the Addition of Nucleophiles to Five-Membered-Ring Oxonium Ions.” J. Org. Chem. 1997, 62, 6706–6707. DOI: 10.1021/jo971208e

10. Bodnar, P. M.; Shaw, J. T.; Woerpel, K. A. “Tandem Aldol-Tishchenko Reactions of Lithium Enolates: A Highly Stereoselective Method for Diol and Triol Synthesis.” J. Org. Chem. 1997, 62, 5674–5675. DOI: 10.1021/jo971012e

9. Bodnar, P. M.; Palmer, W. S.; Ridgway, B. H.; Shaw, J. T.; Smitrovich, J. H.; Woerpel, K. A. “Stereo- and Regioselectivity of Reactions of Siliranes with Aldehydes and Related Substrates.” J. Org. Chem. 1997, 62, 4737–4745. DOI: 10.1021/jo970263k

8. Palmer, W. S.; Woerpel, K. A. “Stereospecific Palladium-Catalyzed Reactions of Siliranes with Alkynes.” Organometallics 1997, 16, 1097–1099. DOI: 10.1021/om960923w

7. Shaw, J. T.; Woerpel, K. A. “Stereoselective Insertion of Formamides into the C-Si Bond of Siliranes.” J. Org. Chem. 1997, 62, 442–443. DOI: 10.1021/jo962186j

6. Smitrovich, J. H.; Woerpel, K. A. “Oxidation of Sterically Hindered Alkoxysilanes and Phenylsilanes under Basic Conditions.” J. Org. Chem. 1996, 61, 6044–6046. DOI: 10.1021/jo960921l

5. Bodnar, P. M.; Palmer, W. S.; Shaw, J. T.; Smitrovich, J. H.; Sonnenberg, J. D.; Presley, A. L.; Woerpel, K. A. “Stereo- and Regiochemistry of Aldehyde Insertions into the C-Si Bonds of Siliranes.” J. Am. Chem. Soc. 1995, 117, 10575–10576. DOI: 10.1021/ja00147a021

4. Meyer, T. Y.; Woerpel, K. A.; Novak, B. M.; Bergman, R. G. “Silica as a Ligand: Reactivity of the Iridium-Oxygen Bond of Cp*Ir[silica](Ph)(PMe₃).” J. Am. Chem. Soc. 1994, 116, 10290–10291. DOI: 10.1021/ja00101a055

3. Woerpel, K. A.; Bergman, R. G. “Synthesis and reactivity of an iridium hydroxo complex. Insertion of ethylene into a metal-oxygen bond.” J. Am. Chem. Soc. 1993, 115, 7888–7889. DOI: 10.1021/ja00070a049

2. Evans, D. A.; Woerpel, K. A.; Scott, M. J. “Bis(oxazolines) as ligands for self-organizing chiral coordination polymers. Structure of copper(I) catalysts for enantioselective cyclopropanation of olefins.” Angew. Chem., Int. Ed. 1992, 31, 430–432. DOI: 10.1002/anie.199204301

1. Evans, D. A.; Woerpel, K. A.; Hinman, M. M.; Faul, M. M. “Bis(oxazolines) as chiral ligands in metal-catalyzed asymmetric reactions. Catalytic, asymmetric cyclopropanation of olefins.” J. Am. Chem. Soc. 1991, 113, 726–728. DOI: 10.1021/ja00002a080