Enantioselective Bromocyclization of Olefins Catalyzed by Chiral Phosphoric Acid

被引：165

作者：

Huang, Deshun ^{[1
]}

Wang, Haining ^{[1
]}

Xue, Fazhen ^{[1
]}

Guan, Huan ^{[1
]}

Li, Lijun ^{[1
]}

Peng, Xianyou ^{[1
]}

Shi, Yian ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China

[2] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 24期

基金：

中国国家自然科学基金;

关键词：

HIGHLY EFFICIENT SYNTHESIS; ASYMMETRIC BROMOLACTONIZATION; LEWIS-ACID; IODOCARBOCYCLIZATION; CHLOROHYDRIN; IODOCYCLIZATION; REARRANGEMENT; HALOLACTONIZATIONS; HALOCYCLIZATION; HALOAMIDATION;

D O I：

10.1021/ol202527g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted gamma-hydroxy-alkenes and gamma-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up to 91% ee.

引用

页码：6350 / 6353

页数：4

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