用于立体控制合成取代“间隔”双环氧化合物的新合成策略。
New synthetic strategies for the stereocontrolled synthesis of substituted "skipped" diepoxides.
作者信息
Morten Christopher J, Jamison Timothy F
机构信息
Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139, USA.
出版信息
Tetrahedron. 2009 Aug 15;65(33):6648-6655. doi: 10.1016/j.tet.2009.05.074.
Abstract
This report describes a number of new synthetic approaches towards methyl-substituted mono- and diepoxy alcohols that serve as substrates for endo-selective epoxide-opening cascades. The key transformations involve the manipulation of alkynes. Highlighted are the directed methylmetalation of bishomopropargylic alcohols, the bromoallylation of alkynes, and Pd-catalyzed cross-coupling between an alkenyl boronate ester and allylic bromides.
摘要
本报告描述了多种合成甲基取代的单环氧醇和双环氧醇的新方法，这些醇可作为内型选择性环氧开环级联反应的底物。关键转化涉及炔烃的操作。重点介绍了双高炔丙醇的定向甲基金属化、炔烃的溴代烯丙基化以及钯催化的烯基硼酸酯与烯丙基溴之间的交叉偶联。
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