Regio- and Stereoselective Syntheses of 7-Oxabicyclo[2.2.1]heptanes via a Gold(I)-Catalyzed Cycloisomerization of Alkynediols: Asymmetric Total Synthesis of Farnesiferol C
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- 作者：Yue-Qing Gu ; Peng-Peng Zhang ; Jun-Kai Fu ; Song Liu ; Yu Lan ; Jian-Xian Gong and Zhen Yang
- 关键词：asymmetric synthesis ; farnesiferol C ; gold catalysis ; semi-pinacol rearrangement ; tandem reaction
- 刊名：Advanced Synthesis & Catalysis
- 出版年：2016
- 出版时间：April 28, 2016
- 年：2016
- 卷：358
- 期：9
- 页码：1392-1397
- 全文大小：1289K
- ISSN：1615-4169
文摘
A highly regio- and stereoselective method to construct a broad range of 7-oxabicyclo[2.2.1]heptanes, which proceeds through a sequential reaction involving gold(I)-catalyzed cycloisomerization of alkynediols and sequential semi-pinacol-type 1,2-alkyl migration, was developed. The developed chemistry was applied to the asymmetric total synthesis of the natural product farnesiferol C.