A novel and efficient stereoselective synthesis of the southern part of pamamycin-607

被引：24

作者：

Mandville, G ^{[1
]}

Girard, C ^{[1
]}

Bloch, R ^{[1
]}

机构：

[1] UNIV PARIS 11,INST CHIM MOL ORSAY,CNRS,LAB CARBOCYCLES,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 21期

关键词：

D O I：

10.1016/S0957-4166(97)00475-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The C1'C11' portion of the antibiotic pamamycin-607 Was synthesized from the enantiomerically pure hydroxy acetate 3, readily available by enzymatic transesterification of the corresponding diol with vinylacetate. This synthesis entailed a series of stereoselective transformations: the absolute configurations of C-6' and C-8' were fixed by an aldol condensation followed by an anti-reduction of the resulting beta-hydroxyketone. The configurations of the last two asymmetric centers C-2' and C-3' were controlled by a novel highly diastereoselective intramolecular cyclization catalyzed by fluoride ions. (C) 1997 Elsevier Science Ltd.

引用

页码：3665 / 3673

页数：9

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