4.8 Article

First organocatalyzed asymmetric Michael addition of aldehydes to vinyl sulfones

Journal

ORGANIC LETTERS
Volume 7, Issue 20, Pages 4361-4364

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol051488h

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graph The first asymmetric direct Michael addition of aldehydes to vinyl sulfones catalyzed by N-iPr-2,2 '-bipyrrolidine is described. 1,4-Adducts are obtained in good yields and enantioselectivities. The determination of absolute configuration allowed us to postulate a Si,Si transition state model, as shown previously for nitroolefins.

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