Asymmetric synthesis of α,α-difluoro-β-amino phosphonic acids using sulfinimines

被引：23

作者：

Röschenthaler, GV

Kukhar, V

Barten, J

Gvozdovska, N

Belik, M

Sorochinsky, A

机构：

[1] Univ Bremen, Inst Inorgan & Phys Chem, D-28334 Bremen, Germany

[2] Natl Acad Sci Ukraine, Inst Bioorgan Chem & Petrochem, UA-02660 Kiev, Ukraine

[3] Hansa Fine Chem GmbH, D-28334 Bremen, Germany

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 35期

关键词：

D O I：

10.1016/j.tetlet.2004.06.126

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of diethyl lithiodifluoromethylphosphonate to enantiopure sulfinimines afforded the corresponding N-sulfinyl alpha,alpha-diffuoro-beta-amino phosphonates with good diastercoselectivity. A two-step deprotection involving treatment of diastereomerically pure N-sulfinyl alpha,alpha-difluoro-beta-amino phosphonates with trifluoroacetic acid in EtOH followed by refluxing with ION HCl afforded enantiopure alpha,alpha-diffuoro-beta-amino phosphonic acids. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：6665 / 6667

页数：3

共 14 条

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