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Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates

Yixian Lou, Jian Qiu, Kai Yang, Feng Zhang, Chenglan Wang, Qiuling Song

2021Organic Letters39 citationsDOI

Abstract

The transition-metal-catalyzed allylation reaction is an efficient strategy for the construction of new carbon-carbon bonds alongside allyl or homoallylic functionalization. Herein we describe a Ni-catalyzed reductive allylation of α-chloroboronates to efficiently render the corresponding homoallylic boronates, which could be readily converted into valuable homoallylic alcohols or amines or 1,4-diboronates. This reaction features a broad substrate scope with good functional group compatibility that is complementary to the existing methods for the preparation of homoallylic boronates.

Topics & Concepts

ChemistryCatalysisScope (computer science)Combinatorial chemistrySubstrate (aquarium)Compatibility (geochemistry)Transition metalSurface modificationFunctional groupOrganic chemistryComputer scienceChemical engineeringOceanographyPhysical chemistryPolymerProgramming languageEngineeringGeologyOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates | Litcius