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- W3150728051 abstract "Asymmetric organocatalysis has recently emerged as one of the most powerful approaches to access enantiomerically pure chiral substances,[1] largely due to the environmentally benign nature of the organic catalysts and operational simplicity of the organocatalytic reactions. The conjugate addition of nucleophiles to electron-poor alkenes represents one of the most important methods for the construction of carbon-carbon bonds, and remarkable progresses have been made in organocatalytic enantioselective conjugate addition reactions in recent years.[2] Vinyl sulfones are synthetically very useful,[3] in particular, they could serve as active Michael acceptors in conjugate additions due to the high electron withdrawing ability of the sulfone functionality. The Michael addition products of vinyl sulfones are highly versatile, as the use of sulfones as auxiliary groups has been well established: the sulfone moiety in a molecule can be displaced by a nucleophile or undergoes elimination to afford an alkene, and it can also be readily converted to a hydrogen, an alkyl group, or a carbonyl function.[4] Apparently, judicious selection of known organic catalysts, discovery of new organocatalysts, and innovative design of novel organocatalytic processes in the conjugate addition reactions involving vinyl sulfones as Michael acceptors can lead to practical and efficient preparation of chiral molecules containing sulfone groups. Such synthetic strategies, in combination with a variety of synthetic manipulations on the sulfone groups, can offer an easy and unique access to various synthetically valuable chiral molecules. In this account, recent advances in the asymmetric organocatalytic conjugate additions in which vinyl sulfones are used as acceptors are summarized." @default.
- W3150728051 created "2021-04-13" @default.
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- W3150728051 date "2009-01-01" @default.
- W3150728051 modified "2023-09-26" @default.
- W3150728051 title "Chiral Amine-Mediated Asymmetric Conjugate Additions to Vinyl Sulfones" @default.
- W3150728051 hasPublicationYear "2009" @default.
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