使用宝石二硼烷酮对对醌甲酰胺进行 1,6-共轭加成：获得带有邻位叔/季立体中心的宝石二硼烷的实用途径

Green Synthesis and Catalysis Pub Date : 2024-02-01 DOI:10.1016/j.gresc.2022.12.003

Pu-Zhang Zi, Xing-Bang Liu, Quan-Hong Zhao, Min He, Yuan Huang

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引用次数: 0

摘要

本研究首次描述了一种新颖、高效和实用的方法，该方法利用 LiTMP 介导的 1,6 共轭物加成对醌甲酰胺，制备具有邻位叔位/季位立体中心的宝石-二硼产品。结果表明，在常温下 15 分钟内就能形成具有邻接三级和四级立体中心的各种宝石-二硼产物。这一简单的方案还被用于高效合成贝达喹啉的类似物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

1,6-Conjugate addition of para-quinone methides using gem-diborylcarbanions: Practical access to gem-diborylalkanes bearing vicinal tertiary/quaternary stereocenters

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1,6-Conjugate addition of para-quinone methides using gem-diborylcarbanions: Practical access to gem-diborylalkanes bearing vicinal tertiary/quaternary stereocenters

A novel, efficient and pragmatic method to prepare gem-diboron products with vicinal tertiary/quaternary stereocenters using LiTMP-mediated 1,6-conjugate addition of gem-diborylalkanes to para-quinone methides was described for the first time. The results showed that various gem-diboron products with vicinal tertiary and quaternary stereocenters could be formed within 15 min at ambient temperature. This simple protocol has also been applied for the efficient synthesis of the analogue of Bedaquiline.

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来源期刊

Green Synthesis and Catalysis

CiteScore

14.40

自引率

0.00%

发文量