Asymmetric synthesis of phenylbis(glycines)

被引：22

作者：

FalckPedersen, ML ^{[1
]}

Undheim, K ^{[1
]}

机构：

[1] UNIV OSLO,DEPT CHEM,N-0315 OSLO,NORWAY

来源：

TETRAHEDRON | 1996年 / 52卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(96)00344-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S,S)-alpha,alpha'-Diamino-1,4- and 1,3-benzenediacetic acids and N-Boc- and N-Fmoc-derivatives have been prepared by stereoselective syntheses. The chiral auxiliary (S)-4-benzyl-2-oxazolidinone formed bisimides with benzenediacetyl dichlorides The imides were lithiated at both a-sites to the carbonyl groups and azidated stereoselectively alpha to both carbonyl groups by trisyl azide to provide (S,S)-alpha,alpha'-diazidobenzenediacetic acid derivatives which were reduced to amines by Sn(II) chloride or by hydrogenolysis over Pd. Copyright (C) 1996 Elsevier Science Ltd

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收藏

页码：7761 / 7770

页数：10

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