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

页码：3306 / 3314

页数：9

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