First asymmetric intermolecular bromoesterification catalyzed by chiral Bronsted acid

被引：47

作者：

Li, Guang-xun ^{[1
,2
]}

Fu, Qing-quan ^{[2
]}

Zhang, Xiao-mei ^{[1
]}

Jiang, Jun ^{[3
]}

Tang, Zhuo ^{[2
]}

机构：

[1] Chinese Acad Sci, Key Lab Asymmetr Synth & Chiraltechnol Sichuan Pr, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Peoples R China

[3] Wenzhou Univ, Coll Chem & Mat Engn, Wenzou 325027, Zhejiang Provin, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 3-4期

关键词：

ENANTIOSELECTIVE IODOLACTONIZATION; MOLECULAR RECOGNITION; BROMOLACTONIZATION; HALOCYCLIZATION; DERIVATIVES; COMPLEXES; OLEFINS; DESIGN;

D O I：

10.1016/j.tetasy.2012.02.016

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The first successful enantioselective intermolecular bromoesterification was realized by using a chiral phosphoric acid as a catalyst. The reaction was optimized after screening 2-aminopyridine based basic catalysts. cinchona alkaloid based basic catalysts, and binol backbone based Bronsted acid catalysts. Up to 70% ee and a moderate yield were achieved under the optimized condition. An ion-pair mechanism has been suggested in order to explain the reaction results. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：245 / 251

页数：7

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