OLIVANIC ACID ANALOGS .6. BIOMIMETIC SYNTHESIS OF (+/-)-PS-5, (+/-)-6-EPI-PS-5, AND (+/-)-BENZYL MM22381

被引：8

作者：

BATESON, JH

HICKLING, RI

SMALE, TC

SOUTHGATE, R

机构：

[1] Beecham Pharmaceuticals, Research Division, Betchworth, Surrey RH3 7AJ, Brockham Park

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 06期

关键词：

D O I：

10.1039/p19900001793

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Michael addition of thiols to 6-substituted azabicyclo[3.2.0]hept-2-ene-2-carboxylates, followed by reintroduction of the double bond with iodobenzene dichloride-pyridine under anhydrous conditions, provides a biomimetic strategy for the synthesis of 3-alkylthio-substituted olivanic acids (carbapenems) and their derivatives. This is illustrated by syntheses of representatives of the PS-5 and MM22381 series of antibacterial natural products.

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页码：1793 / 1801

页数：9

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