Trapping of Oxonium Ylides with Michael Acceptors: Highly Diastereoselective Three-Component Reactions of Diazo Compounds with Alcohols and Benzylidene Meldrum's Acids/4-Oxo-enoates

[摘要]：Trapping of oxonium ylides with a number of Michael acceptors via a 1,4-addition fashion has been investigated. Benzylidene Meldrum's acids and 4-oxo-enoates have been found to be matched components as suitable Michael acceptors for the transformation. Thus, Rh(2)(OAc)(4)-catalyzed three-component reactions of diazo compounds, alcohols, and benzylidene Meldrum's acids/4-oxo-enoates gave corresponding alpha-hydroxyesters in good yield with high to excellent diastereoselectivity. Synthetic utility of this efficient method was demonstrated by conversion of the addition product to a gamma-butyrolactone through simple procedures.

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