Highly Diastereoselective and Irreversible Aldol Reactions of N-Sulfonylimidates

Dedicated to the memory of Prof. Jean Normant, an exceptional and inspiring supervisor

Abstract

A mild method for the aldolization of N-sulfonylimidates was developed. The reaction proceeds in excellent diastereoselectivity to provide a range of useful β-hydroxyimidates in high yield. The innate reversibility of the reaction is suppressed by the use of a titanium complex as a Lewis acid.

Key words

aldolization - imidates - titanium - stereoselectivity - sulfonyl

• References

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