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syn-Selective and Enantioselective Direct Cross-Aldol Reactions between Aldehydes Catalyzed by an Axially Chiral Amino Sulfonamide

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  • This work was partially supported by a Grant-in-Aid for Scientific Research on Priority Areas “Advanced Molecular Transformation of Carbon Resources” from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.

Abstract

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Complementary to proline: An axially chiral amino sulfonamide (S)-1 was successfully applied as the catalyst to the direct cross-aldol reaction between two different aldehydes (see scheme; NMP=N-methylpyrrolidone). This catalyst has the advantage of giving mainly syn products, while proline shows the opposite anti selectivity.

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