Proline-Catalyzed Asymmetric Aldol Reactions between Ketones and α-Unsubstituted Aldehydes
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- 25 January 2001
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (4) , 573-575
- https://doi.org/10.1021/ol006976y
Abstract
[reaction: see text] With this communication we extend the methodology of proline-catalyzed direct asymmetric aldol reactions to include alpha-unsubstituted aldehydes as acceptors. This important aldehyde class gives the corresponding aldols in 22-77% yield and up to 95% ee when the reactions are performed in pure acetone or in ketone/chloroform mixtures. On the basis of these results we have developed a concise new synthesis of (S)-ipsenol.Keywords
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