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Organocatalytic Enantioselective Cascade Michael−Michael−Wittig Reactions of Phosphorus Ylides: One-Pot Synthesis of the all-cis Trisubstituted Cyclohexenecarboxylates via the [1 + 2 + 3] Annulation

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posted on 19.11.2009, 00:00 by Bor-Cherng Hong, Rei-Hau Jan, Chih-Wei Tsai, Roshan Y. Nimje, Ju-Hsiou Liao, Gene-Hsiang Lee
The stereoselective synthesis of all-cis 5-nitro-4,6-diphenylcyclohex-1-enecarboxylic ester has been achieved by an organocatalytic asymmetric Michael−Michael−Wittig cascade reaction of phosphorus ylides, nitroolefins, and α,β-unsaturated aldehydes with excellent enantioselectivities (up to >99% ee).