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

The first enantioselective decarboxylative Negishitype alkylations of alpha-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.

Automated summary

This article reports the first enantioselective decarboxylative Negishitype alkylations of alpha-oxy carboxylic acids via the intermediacy of redox-active esters (RAEs). The transformation enables the radical-based retrosynthesis of seemingly trivial enantiopure dialkyl carbinols. The article discusses the history of such couplings, the retrosynthetic ramifications, general conditions development, and showcases various applications that demonstrate its simplification effect on synthesis.