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碘化(二碘甲基)锌的光谱表征:在碘代环丙烷的立体选择性合成及官能化中的应用

Spectroscopic characterization of (diiodomethyl)zinc iodide: application to the stereoselective synthesis and functionalization of iodocyclopropanes.

作者信息

Allouche Emmanuelle M D, Taillemaud Sylvain, Charette André B

机构信息

Centre in Green Chemistry and Catalysis, Department of Chemistry, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.

出版信息

Chem Commun (Camb). 2017 Aug 24;53(69):9606-9609. doi: 10.1039/c7cc04348a.

Abstract

Herein is described an improved synthetic route to enantio- and diastereoenriched iodocyclopropylmethanols using (diiodomethyl)zinc iodide etherate as the active species. The products obtained by this methodology were successfully functionalized by Suzuki-Miyaura cross-coupling reactions. A Buchwald-type palladium precatalyst allowed access to highly substituted and stereo-enriched cyclopropanes without requiring a protecting group.

摘要

本文描述了一种使用碘化锌醚合(二碘甲基)锌作为活性物种来合成对映体和非对映体富集的碘代环丙基甲醇的改进合成路线。通过该方法获得的产物通过铃木-宫浦交叉偶联反应成功实现了官能化。一种布赫瓦尔德型钯预催化剂能够在无需保护基团的情况下得到高度取代和立体富集的环丙烷。

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