Application of 2,3-aziridino-γ-lactone methodology toward the enantiospecific synthesis of the (3S,4S)-isomer of dihydroxy-L-glutamic acid

被引：29

作者：

Dauban, P ^{[1
]}

de Saint-Fuscien, C ^{[1
]}

Dodd, RH ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON | 1999年 / 55卷 / 24期

关键词：

azides; aziridines; glutamic acid; lactones;

D O I：

10.1016/S0040-4020(99)00405-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The formal synthesis of benzyl 2,3-aziridino-N-(benzyloxycarbonyl)-2,3(21) from D-ribose is described. Reaction of 21 with excess benzyl alcohol in the presence of boron trifluoride etherate and hydrogenolysis of the product gave (3S,4S)-dihydroxy-L-glutamic acid ((3S,4S)3). (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7589 / 7600

页数：12

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