Convergent Catalytic Asymmetric Synthesis of Esters of Chiral Dialkyl Carbinols
Ze-Peng Yang and Gregory C. Fu*
*Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States, Email: gcfucaltech.edu
Z.-P. Yang, G. C. Fu, J. Am. Chem. Soc., 2020, 142, 5870-5875.
DOI: 10.1021/jacs.0c01324
see article for more reactions
Abstract
An enantioselective Ni-catalyzed reaction of an alkyl halide (derived from an aldehyde and an acyl bromide), an olefin, and a hydrosilane provides esters of chiral dialkyl carbinols. The method is versatile and tolerates substituents that vary in size and that bear a range of functional groups. A four-component variant of this process, wherein the alkyl halide is generated in situ, is also reported.
see article for more examples
Key Words
alcohols, triethoxysilane, terminal olefins, benzoyl-protected alcohols
ID: J48-Y2020