Proline-catalyzed asymmetric aldol reactions between ketones and α-unsubstituted aldehydes

被引:405
作者
List, B
Pojarliev, P
Castello, C
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ol006976y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] With this communication we extend the methodology of proline-catalyzed direct asymmetric aldol reactions to include a unsubstituted aldehydes as accepters. 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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页码:573 / 575
页数:3
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