Aldol condensation reactions of chiral (dienone) tricarbonyliron complexes .2. Enantioselective synthesis of the dienic polyols streptenols C and D (metabolites from Streptomyces Fimbriatus).

被引：19

作者：

FranckNeumann, M

Bissinger, P

Geoffroy, P

机构：

[1] Lab. Chim. Organique Synthetique, Associé au CNRS, Université Louis Pasteur, 67000 - Strasbourg, 1, rue Blaise Pascal

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(97)00904-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The trimethylsilyl enol ether of (3,5-heptadien-2-one) tricarbonyliron 1 undergoes a highly stereoselective cross aldol reaction with TiCl4-coordinated beta-o.methoxybenzyloxypropanal yielding after deprotection the ketodiol complex 9. Direct decomplexation or decomplexation after totally metal induced stereoselective reduction to the triol 10, led to Streptenols C and D. The natural dextrorotatory enantiomers were obtained from the readily available pure (+)-1. (C) 1997 Elsevier Science Ltd.

引用

页码：4469 / 4472

页数：4

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