4.8 Article

Ni-Catalyzed Enantioselective Hydrofunctionalizations of 1,3-Dienes

Journal

ACS CATALYSIS
Volume 12, Issue 24, Pages 15638-15647

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c05251

Keywords

nickel catalysis; selective catalysis; hydrofunctionalization; 1; 3-dienes; reaction mechanism

Funding

  1. Swiss National Science Foundation
  2. University of Geneva
  3. [200021_188490]

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Ni-catalyzed enantioselective hydrofunctionalizations of conjugated dienes are challenging but important reactions with diverse applications. This Perspective provides an overview of the historical development and recent advances in this field, with emphasis on the different properties of hydrofunctionalization agents.
Ni-catalyzed enantioselective hydrofunctionalizations of con-jugated 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(sp2), C(sp3), N, P, or O).

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