Total asymmetric synthesis of the aphidicolin derivative (11R)-(-)-8-epi-11-hydroxyaphidicolin using tandem transannular Diels-Alder/aldol reactions

被引：20

作者：

Bélanger, G ^{[1
]}

Deslongchamps, P ^{[1
]}

机构：

[1] Univ Sherbrooke, Synth Organ Lab, Inst Pharmacol Sherbrooke, Sherbrooke, PQ J1H 5N4, Canada

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 03期

关键词：

D O I：

10.1021/ol990341l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Aphidicolin unnatural derivative (2) was synthesized using a new tandem transannular Diels-Alder/aldol methodology. The 8 epi-aphidicolane skeleton is constructed in a highly diastereoselective manner and converted into (11R)-(-)-8 epi-11-hydroxyaphidicolin (2). An efficient method for the difficult C16 funtionalization is presented.

引用

页码：285 / 287

页数：3

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