通过氧鎓/普林斯型环化反应，用金（I）催化从烯炔醇合成8-氧杂双环[3.2.1]辛-2-烯和9-氧杂双环[3.3.1]壬-2,6-二烯。

Au(I)-catalyzed synthesis of 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclization.

作者信息

Vandavasi Jaya Kishore, Hu Wan-Ping, Boominathan Siva Senthil Kumar, Guo Bing-Chun, Hsiao Cheng-Tien, Wang Jeh-Jeng

机构信息

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, Taiwan.

出版信息

Chem Commun (Camb). 2015 Aug 11;51(62):12435-8. doi: 10.1039/c5cc02847g.

DOI:10.1039/c5cc02847g

PMID:26145989

Abstract

A sustainable and simple Au(I) catalytic system to synthesise 8-oxabicyclo[3.2.1]oct-2-enes and 9-oxabicyclo[3.3.1]nona-2,6-dienes from enynol via oxonium/Prins-type cyclization is described. The key advantages of this reaction are selectivity, good functional group tolerance and a new approach for synthesis of oxabicyclic and oxatricyclic systems.

摘要

描述了一种可持续且简单的金（I）催化体系，该体系通过氧鎓/普林斯型环化反应，从烯炔醇合成8-氧杂双环[3.2.1]辛-2-烯和9-氧杂双环[3.3.1]壬-2,6-二烯。该反应的关键优势在于选择性、良好的官能团耐受性以及合成氧杂双环和氧杂三环体系的新方法。