Enantioselective Halocyclization Using Reagents Tailored for Chiral Anion Phase-Transfer Catalysis

被引：222
|
作者：
Wang, Yi-Ming [1 ]
Wu, Jeffrey [1 ]
Hoong, Christina [1 ]
Rauniyar, Vivek [1 ]
Toste, F. Dean [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 31期
基金：
加拿大自然科学与工程研究理事会;
关键词：
BROMOLACTONIZATION; HALOGENATION; STRATEGIES; ACID; BROMOCYCLIZATION; REARRANGEMENT; CHLOROHYDRIN; FLUORINATION; MECHANISM; TRIFLATE;
D O I：
10.1021/ja305795x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A chiral anion phase-transfer system for enantioselective halogenation is described. Highly insoluble, ionic reagents were developed as electrophilic bromine and iodine sources, and application of this system to o-anilidostyrenes afforded halogenated 4H-3,1-benzoxazines with excellent yield and enantioselectivity.
引用
收藏
页码：12928 / 12931
页数：4
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