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Journal of the American Chemical Society

Asymmetric synthesis of 3,3-diarylpropanals with chiral diene-rhodium catalysts.


PMID 16076189

Abstract

A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The addition of both electron-poor as well as electron-rich boronic acids proceeds smoothly with various enals in 63-90% yield with high enantioselectivities (89-93% ee).

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