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[摘要]:This account summarizes our recent efforts in exploring the synthetic potential of configurationally labile chiral carbanions next to electron-withdrawing groups that have previously been considered to be impossible even to generate. We place particular emphasis on the generation and trapping of chiral alpha-nitrile carbanions as well as evaluation of the configurational stability of those carbanions and effects of solvent on the stability. 1 Introduction 2 Epoxysilane Rearrangement 2.1 Background 2.2 Chirality Transfer from Epoxide to Carbanion 2.3 Chirality Transfer from an Epoxide by [2,3]-Wittig Rearrangement and Trapping of a Chiral Carbanion 2.4 Solvent Effects on the Configurational Stability of Carbanions 3 Evaluation of the Effects of Substituents on Configurational Stability of a Chiral Carbanion 4 Enantioselective Trapping of an alpha-Chiral Carbanion of Acyclic Nitrile by a Carbon Electrophile 5 Summary |
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