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通过对映富集的烯基硼酸酯的环丙烷化反应来实现三级和二级环丙硼酸盐的不对称合成。

Asymmetric Synthesis of Tertiary and Secondary Cyclopropyl Boronates via Cyclopropanation of Enantioenriched Alkenyl Boronic Esters.

机构信息

Process Research & Development, Merck Research Laboratories (MRL), Merck & Company, Incorporated, West Point, Pennsylvania 19486, United States.

Process Research & Development, Merck Research Laboratories (MRL), Merck & Company, Incorporated, Rahway, New Jersey 07065, United States.

出版信息

Org Lett. 2022 May 20;24(19):3455-3460. doi: 10.1021/acs.orglett.2c01018. Epub 2022 May 11.

Abstract

The cyclopropanation of alkenyl boronates and subsequent derivatization of the boronate handle are a convenient strategy to quickly build molecular complexity and access diverse compounds with a high sp fraction. Herein, we describe the asymmetric cyclopropanation of enantioenriched hydrobenzoin-derived alkenyl boronic esters toward the synthesis of tertiary and secondary cyclopropyl boronates.

摘要

烯基硼酸酯的环丙烷化反应以及随后对硼酸酯手性中心的衍生化是一种快速构建分子复杂性并获得具有高 sp 分数的多种化合物的便捷策略。在此,我们描述了对映富集的水合苯偶姻衍生的烯基硼酸酯的不对称环丙烷化反应,以合成叔和仲环丙基硼酸酯。

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