Nucleophilic addition of potassium organotrifluoroborates to chiral cyclic N-acyliminium ions:: stereoselective synthesis of functionalized N-heterocycles

被引：47
作者：
Vieira, Adriano S. [1 ]
Ferreira, Fernando P. [2 ]
Fiorante, Pedro F. [1 ]
Guadagnin, Rafael C. [1 ]
Stefani, Helia A. [1 ,2 ,3 ]
机构：
[1] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-05508 Sao Paulo, Brazil
[2] Univ Fed Sao Paulo, Dept Biofis, Sao Paulo, Brazil
[3] Univ Sao Paulo, Inst Quim, Sao Paulo, Brazil
来源：
TETRAHEDRON | 2008年 / 64卷 / 15期
基金：
巴西圣保罗研究基金会;
关键词：
D O I：
10.1016/j.tet.2008.02.006
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The stereoselective nucleophilic addition of potassium aryl- and alkynyltrifluoroborates to cyclic N-acyliminium ion derivatives from N-benzyl-3,4,5-triacetoxy-2-pyrrolidinone, affording the respective 5-substituted 2-pyrrolidinone is described. The products were obtained in moderate to good yields and with preference for the syn diastereomer. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3306 / 3314
页数：9
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