Gold(I)-catalyzed bis-spiroketalization: Synthesis of the trioxadispiroketal-containing A-D rings of azaspiracid

被引：102

作者：

Li, Yongfeng ^{[1
]}

Zhou, Feng ^{[1
]}

Forsyth, Craig J. ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 1-2期

关键词：

cobalt; fused-ring systems; gold; natural products; spiro compounds;

D O I：

10.1002/anie.200601963

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Au-dacious ring synthesis: An efficient synthesis of the A-D rings of azaspiracid has been developed by using a Co-catalyzed oxaetherification to form the fused 2,5-trans-configured trisubstituted tetra-hydrofuran D ring, and an unprecedented Au-catalyzed bis-spiroketal formation wherein a bridging alkyne served as a surrogate for the C10 ketal (see scheme; PMB = para-methoxybenzyl, TBDPS = tert-butyldiphenylsilyl). (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：279 / 282

页数：4

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