期刊
TETRAHEDRON
卷 71, 期 35, 页码 5765-5775出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.06.004
关键词
Kukhtin-Ramirez reaction; Spirocyclopropyl oxindoles; Dioxaphospholenes; Redox condensations; Oxindole natural products
资金
- National Science Foundation [CAREER CHE-1056242]
3,3'-Spirocyclopropane oxindoles were synthesized in good to excellent yield and diastereoselectivity employing a Kukhtin Ramirez reaction between readily accessible E-alkylidene oxindoles, commercially available P(NMe2)(3), and alpha-keto esters. The stereoselectivity in the cyclopropanation event can be traced to the starting alkylidene geometry and the propensity of the exocyclic alkene to undergo isomerization in the presence of an electron rich phosphine. (C) 2015 Elsevier Ltd. All rights reserved.
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