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Ni-Catalyzed Enantioselective Dialkyl Carbinol Synthesis via Decarboxylative Cross-Coupling: Development, Scope, and Applications.

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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… Click to show full 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.

Keywords: dialkyl; synthesis; coupling development; enantioselective dialkyl; catalyzed enantioselective

Journal Title: Journal of the American Chemical Society
Year Published: 2022

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