An efficient asymmetric synthesis of azetidine 2-phosphonic acids

被引：34

作者：

Agami, C

Couty, F

Rabasso, N

机构：

[1] Univ Versailles, SIRCOB, UPRESA 8086, CNRS, F-78035 Versailles, France

[2] Univ Paris 06, UMR 7611, Lab Synth Asymetr, F-75005 Paris, France

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(02)00868-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted azetidinic 2-phosphonates were prepared in diastereoisomerically and enantiomerically pure form. starting from readily available beta-amino alcohols. This synthesis involved a three-step sequence: (i) N-alkylation of the starting amino alcohol with a methylene phosphonate moiety. (ii) chlorination of the alcohol, and (iii) stereoselective 4-exo-tet ring closure through an intramolecular alkylation of the lithiated aminophosphonate. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：4633 / 4636

页数：4

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