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

被引：227

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

页码：12928 / 12931

页数：4

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