Kinetic Resolution of Allyl Fluorides by Enantioselective Allylic Trifluoromethylation Based on Silicon-Assisted C-F Bond Cleavage

被引：87
作者：
Nishimine, Takayuki [1 ]
Fukushi, Kazunobu [1 ]
Shibata, Naoyuki [1 ]
Taira, Hiromi [1 ]
Tokunaga, Etsuko [1 ]
Yamano, Akihito [2 ]
Shiro, Motoo [2 ]
Shibata, Norio [1 ]
机构：
[1] Nagoya Inst Technol, Dept Frontier Mat, Showa Ku, Nagoya, Aichi 4668555, Japan
[2] Rigaku Corp, Akishima, Tokyo 1968666, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 02期
关键词：
allyl fluorides; fluorine; kinetic resolution; organocatalysis; trifluoromethylation; BAYLIS-HILLMAN ADDUCTS; COPPER-CATALYZED TRIFLUOROMETHYLATION; MEDICINAL CHEMISTRY; FLUORINATION; ACTIVATION; DESYMMETRIZATION; SUBSTITUTION; COMBINATION; ALKYLATION; CARBONATES;
D O I：
10.1002/anie.201308071
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two birds, one stone! The first kinetic resolution of allyl fluorides was achieved by the development of an organocatalyzed enantioselective allylic trifluoromethylation. Two kinds of chiral fluorinated compounds, which incorporate C-F and C-CF3 units, respectively, can thus be accessed by a single transformation. © 2014 WILEY-VCH Verlag GmbH.
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收藏
页码：517 / 520
页数：4
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