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铑催化二氟环丙烷的选择性

Selectivity in Rh-catalysis with -difluorinated cyclopropanes.

作者信息

Zeng Yaxin, Jiang Zhong-Tao, Xia Ying

机构信息

West China School of Public Health and West China Fourth Hospital, West China-PUMC C.C. Chen Institute of Health, and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, China.

出版信息

Chem Commun (Camb). 2024 Apr 2;60(28):3764-3773. doi: 10.1039/d4cc00793j.

Abstract

Small-ring chemistry is a fascinating field in organic chemistry. -Difluorinated cyclopropanes, a unique class of cyclopropanes, have garnered significant interest due to their intrinsic high reactivity. In this context, -difluorinated cyclopropanes have been extensively investigated as fluoroallylic synthons in Pd-catalyzed ring-opening/cross-coupling reactions for the synthesis of monofluoroalkenes with linear or branched selectivity. In contrast, Rh-catalysis has revealed diverse selectivity in the reaction of -difluorinated cyclopropanes, such as regioselectivity, enantioselectivity, and chemoselectivity. This feature article aims to summarize our efforts towards developing Rh-catalyzed reactions of -difluorinated cyclopropanes, briefly discussing the design, selectivity, reaction mechanisms and future research prospects.

摘要

小环化学是有机化学中一个引人入胜的领域。二氟环丙烷是一类独特的环丙烷,因其固有的高反应活性而备受关注。在此背景下,二氟环丙烷作为氟代烯丙基合成子,在钯催化的开环/交叉偶联反应中被广泛研究,用于合成具有线性或支链选择性的单氟烯烃。相比之下,铑催化在二氟环丙烷的反应中展现出多样的选择性,如区域选择性、对映选择性和化学选择性。这篇专题文章旨在总结我们在开发铑催化的二氟环丙烷反应方面所做的努力,简要讨论其设计、选择性、反应机理及未来研究前景。

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