1′-azido- and 1′-amino-1,3-dioxolan-4-ones

被引：11

作者：

Battaglia, A ^{[1
]}

Barbaro, G ^{[1
]}

Giorgianni, P ^{[1
]}

Guerrini, A ^{[1
]}

Pepe, A ^{[1
]}

机构：

[1] CNR, Icocea, Ist Composti Carbonio Contenenti Eteroatomi, I-40129 Bologna, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(01)00173-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

1,3-Diosolanone alcohols, prepared via the addition of chiral lithium enolates: of 1,3-diosolan-4-ones to aldehydes, are suitable intermediates for the synthesis of chiral trisubstituted isoserines or trisubstituted 3-hydroxy-beta -lactams. In particular, the methyl ester of 2-methyl-3-(2-furyl)isoserinic acid and two 3-methyl-3-hydroxy-beta -lactams bearing either a 2-furyl or a phenyl substituent at C-(4) have been prepared. Thr (2R,3S) stereochemistry, of the isoserine, and the (3R,4S) stereochemistry of the two beta -lactams is that required for the synthesis of taxoid analogues having the side-chain with the proper (2'R,3'S) configuration. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1015 / 1023

页数：9

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