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铑(II)催化的呋喃环丙烷化反应及其在天然产物衍生物全合成中的应用。

Rh(II)-Catalyzed Cyclopropanation of Furans and Its Application to the Total Synthesis of Natural Product Derivatives.

机构信息

Institute of Organic Chemistry, University of Regensburg , Universitätsstraße 31, 93053 Regensburg, Germany.

Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States.

出版信息

Org Lett. 2017 Sep 15;19(18):4722-4725. doi: 10.1021/acs.orglett.7b02009. Epub 2017 Aug 28.

Abstract

Rh(II)-catalyzed enantioselective cyclopropanations of furans, providing access to synthetically useful building blocks, are reported. After screening of 10 Rh(II) catalysts, Rh(S-TCPTTL) was identified as a highly efficient and selective catalyst (up to 98% ee, TON 88000, and TOF 24/s) for the cyclopropanation of furans. These cyclopropanes were successfully applied to the enantioselective synthesis of novel paraconic acid derivatives.

摘要

报道了 Rh(II)催化的呋喃的对映选择性环丙烷化反应,为合成有用的砌块提供了途径。在筛选了 10 种 Rh(II)催化剂后,发现 Rh(S-TCPTTL)是一种高效、选择性的催化剂(高达 98%的对映选择性,TON 88000,TOF 24/s),可用于呋喃的环丙烷化反应。这些环丙烷化合物成功地应用于新型对康酸衍生物的对映选择性合成中。

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