Dynamic kinetic resolution of atropisomeric amides

被引:69
作者
Chan, V [1 ]
Kim, JG [1 ]
Jimeno, C [1 ]
Carroll, PJ [1 ]
Walsh, PJ [1 ]
机构
[1] Univ Penn, Dept Chem, P Roy & Diana T Vagelos Labs, Philadelphia, PA 19104 USA
关键词
D O I
10.1021/ol0492952
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using L-proline as catalyst in the asymmetric aldol reaction and a series of benzamides and naphthamides, we have accomplished a dynamic kinetic resolution that simultaneously establishes the stereochemistry of the atropisomeric amide's chiral axis and a stereogenic center. The enantioselectivities ranged from 82% to 95% and the diastereoselectivities from 2.1:1 to 7.01.
引用
收藏
页码:2051 / 2053
页数:3
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