A Regio- and Enantioselective CuH-Catalyzed Ketone Allylation with Terminal Allenes

作者:Tsai Erica Y; Liu Richard Y; Yang Yang; Buchwald Stephen L
来源:Journal of the American Chemical Society, 2018, 140(6): 2007-2011.
DOI:10.1021/jacs.7b12271

摘要

We report a method for the highly enantioselective CuH-catalyzed allylation of ketones that employs terminal allenes as allylmetal surrogates. Ketones and allenes bearing diverse and sensitive functional groups are efficiently coupled with high stereoselectivity and exclusive branched regioselectivity. In stoichiometric experiments, each elementary step of the proposed hydrocupration-addition-metathesis mechanism can be followed by NMR spectroscopy.

  • 出版日期2018-2-14
  • 单位MIT