Ni-Catalyzed Enantioselective Dialkyl Carbinol Synthesis via Decarboxylative Cross-Coupling: Development, Scope, and Applications
Yang Gao, Benxiang Zhang, Laura S. Levy, Hai‐Jun Zhang, Chi He, Phil S. Baran
Abstract
The first enantioselective decarboxylative Negishi-type alkylations of α-oxy carboxylic acids are reported via the intermediacy of redox-active esters (RAEs). This transformation enables a radical-based retrosynthesis of seemingly trivial enantiopure dialkyl carbinols. This article includes a discussion of the history of such couplings, the retrosynthetic ramifications of such a coupling, the development of general conditions, and an extensive series of applications that vividly demonstrate how it can simplify synthesis.
Topics & Concepts
Enantioselective synthesisEnantiopure drugChemistryRetrosynthetic analysisCombinatorial chemistryScope (computer science)CatalysisOrganic chemistryCoupling (piping)Total synthesisProgramming languageComputer scienceMechanical engineeringEngineeringCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsAsymmetric Synthesis and Catalysis