Proline-catalyzed asymmetric aldol reactions between ketones and alpha-unsubstituted aldehydes |
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Authors: | List B Pojarliev P Castello C |
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Institution: | Departments of Chemistry and Molecular Biology, The Scripps Research Institute, La Jolla, California 92037, USA. blist@scripps.edu |
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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. |
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