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

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

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 regioselectivi...

Full description

Bibliographic Details
Main Authors: Tsai, Erica Y. (Author), Liu, Richard (Author), Yang, Yang (Author), Buchwald, Stephen Leffler (Author)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
Format: Article
Language:English
Published: American Chemical Society (ACS), 2020-05-26T18:18:57Z.
Subjects:
Article
Online Access:Get fulltext
LEADER 01220 am a22001933u 4500
001 125456
042 |a dc 
100 1 0 |a Tsai, Erica Y.  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
700 1 0 |a Liu, Richard  |e author 
700 1 0 |a Yang, Yang  |e author 
700 1 0 |a Buchwald, Stephen Leffler  |e author 
245 0 0 |a A Regio- and Enantioselective CuH-Catalyzed Ketone Allylation with Terminal Allenes 
260 |b American Chemical Society (ACS),   |c 2020-05-26T18:18:57Z. 
856 |z Get fulltext  |u https://hdl.handle.net/1721.1/125456 
520 |a 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. Keywords: Allenes; Ketones; Nuclear magnetic resonance spectroscopy; Allyl group; Allylation 
546 |a en 
655 7 |a Article 
773 |t Journal of the American Chemical Society 

Similar Items