Kinetic Resolution of β-Substituted Olefinic Carboxylic Acids by Asymmetric Bromolactonization

被引：44
|
作者：
Murai, Kenichi [1 ]
Matsushita, Tomoyo [1 ]
Nakamura, Akira [1 ]
Hyogo, Norimichi [1 ]
Nakajima, Junki [1 ]
Fujioka, Hiromichi [1 ]
机构：
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 10期
关键词：
NONSTEROIDAL ANTIINFLAMMATORY DRUGS; ALPHA-ARYLALKANOIC ACIDS; ENANTIOSELECTIVE BROMOLACTONIZATION; ACHIRAL ALCOHOLS; ANHYDRIDES;
D O I：
10.1021/ol401007u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A strategically novel kinetic resolution of beta-substituted olefinic carboxylic acids is developed by asymmetric bromolactonization using an organocatalyst, 4-tBuPh-tris 1b. The cyclization stage, which provides delta-lactone, is proposed to be operative for discrimination of each enantiomer of carboxylic acids.
引用
收藏
页码：2526 / 2529
页数：4
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