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
收藏
页码：245 / 251
页数：7
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