通过硫叶立德和硝基亚油酸的串联[4 + 1]/[3 + 2]环加成反应构建氧杂和氮杂角三嗪烷。

Enantioselective construction of oxa- and aza-angular triquinanes through tandem [4 + 1]/[3 + 2] cycloaddition of sulfur ylides and nitroolefins.

机构信息

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

出版信息

Org Lett. 2013 Feb 1;15(3):542-5. doi: 10.1021/ol303363r. Epub 2013 Jan 17.

DOI:10.1021/ol303363r

PMID:23327638

Abstract

A formal [4 + 1]/[3 + 2] cycloaddition sequence of sulfur ylides and alkene-tethered nitroolefins has been developed. The use of (R)-binol-derived chiral sulfide leads to an asymmetric process that allows the construction of oxa- and aza-angular triquinanes in good to excellent diastereo- and enantioselectivities.

摘要

已开发出一种硫叶立德与烯丙基硝烯的[4 + 1]/[3 + 2]环加成序列。使用（R）-联萘酚衍生的手性硫化物可进行不对称反应，从而以良好至优异的非对映选择性和对映选择性构建氧杂和氮杂角三嗪烷。