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镍催化的1,3-二烯对映选择性氢官能团化反应

Ni-Catalyzed Enantioselective Hydrofunctionalizations of 1,3-Dienes.

作者信息

Flaget Arthur, Zhang Cheng, Mazet Clément

机构信息

Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, 1211 Geneva, Switzerland.

出版信息

ACS Catal. 2022 Dec 16;12(24):15638-15647. doi: 10.1021/acscatal.2c05251. Epub 2022 Dec 6.

Abstract

Ni-catalyzed enantioselective hydrofunctionalizations of conjugated dienes are particularly demanding reactions to devise because they require not only addressing the inherent challenges associated with the development of an enantioselective transformation but also overcoming all other aspects of selective catalysis (chemoselectivity, regioselectivity, diastereoselectivity, etc.). However, the value-added nature of the chiral allylic and homoallylic derivatives obtained by these methods, the lack of efficient alternatives, and the use of an earth-abundant first-row transition metal have led to renewed interest over the past decade. In this Perspective, we give an overview of the developments in this field, from the original findings (often dating back to the last century) to the most recent contributions. Emphasis is placed on the nature of the hydrofunctionalization agent (C(sp), C(sp), C(sp), N, P, or O).

摘要

镍催化共轭二烯的对映选择性氢官能团化反应是特别具有挑战性的反应,因为它们不仅需要解决与对映选择性转化发展相关的固有挑战,还需要克服选择性催化的所有其他方面(化学选择性、区域选择性、非对映选择性等)。然而,通过这些方法获得的手性烯丙基和高烯丙基衍生物的高附加值性质、缺乏有效的替代方法以及使用储量丰富的第一排过渡金属,在过去十年中引发了新的兴趣。在这篇综述中,我们概述了该领域的发展,从最初的发现(通常可追溯到上世纪)到最新的研究成果。重点放在氢官能团化试剂的性质(C(sp)、C(sp)、C(sp)、N、P或O)上。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8354/9765749/a0056ccca4dc/cs2c05251_0001.jpg

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