PHOSPHINIMINES AS USEFUL INTERMEDIATES IN THE SYNTHESIS OF 3-(ACYLAMINO)-BETA-LACTAMS

被引：30

作者：

BACHI, MD

VAYA, J

机构：

[1] Department of Organic Chemistry, The Weizmann Institute of Science, Rehovot

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 24期

关键词：

D O I：

10.1021/jo01338a030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Substituted 3-azido-4-(methylthio)-2-azetidinones 9 (trans) and 10 (cis) reacted with triphenylphosphine to give the corresponding 3-phosphinimino-d-lactams 11 and 12.Treatment of these iminophosphoranes withphenoxyacetyl chloride afforded respectively the trans- and c/s-3-(acylamino)-/3-lactams 13 and 14. The cw-/3-lactam 14 was obtained also from the frans-d-lactam 11: condensation of 11 with p-nitrobenzaldehyde gave the Schiff base 19; kineticallv controlled epimerization of 19, followed by hydrolysis and acylation, afforded the /3-lactam 14. © 1979, American Chemical Society. All rights reserved.

引用

页码：4393 / 4396

页数：4

共 21 条

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