AN APPROACH TO CARBAPENEMS FROM ALPHA,BETA-UNSATURATED SUGAR LACTONES

被引：37

作者：

MACIEJEWSKI, S ^{[1
]}

PANFIL, I ^{[1
]}

BELZECKI, C ^{[1
]}

CHMIELEWSKI, M ^{[1
]}

机构：

[1] POLISH ACAD SCI,INST ORGAN CHEM,PL-01224 WARSAW,POLAND

来源：

TETRAHEDRON | 1992年 / 48卷 / 47期

关键词：

D O I：

10.1016/S0040-4020(01)88341-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conjugate addition-rearrangement of N-substituted hydroxylamines to alpha, beta-unsaturated D-lactones provides a short and effective route to 3-substituted isoxazolidin-5-ones. These compounds were converted into 4-substituted azetidin-2-ones via a two-step procedure involving hydrogenolysis of the N-O bond followed by cyclization of the resulting beta-amino acids. N-Benzyl-4-(3'-acetoxy-2'-tert-butyldimethylsiloxypropyl)azetidin-2-one (37) was transformed into known precursors of carbapenem antibiotics.

引用

页码：10363 / 10376

页数：14

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