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Synfacts 2017; 13(09): 0937
DOI: 10.1055/s-0036-1590772
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Copper Hydride Catalyzed Coupling Reaction to Access Chiral Ketones

Contributor(s):
Hisashi Yamamoto
,
Wataru Muramatsu
Zhou Y. Bandar JS. Buchwald SL. * Massachusetts Institute of Technology, Cambridge, USA
Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates.

J. Am. Chem. Soc. 2017;
139: 8126-8129
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Further Information

Publication History

Publication Date:
18 August 2017 (online)

 
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Key words

copper catalysis - hydroarylation - alkenoic acid - aryl alkenes - aralkyl ketones

Significance

The preparation of chiral α-aryl dialkyl ketones is an important challenge for the synthesis community. The authors have developed a Cu-catalyzed enantioselective hydroacylation of α,β-unsaturated carboxylic acids with aryl alkenes.


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Comment

This direct asymmetric copper hydride catalysis is highly effective in coupling α,β-unsaturated carboxylic acids to aryl alkenes to afford the corresponding chiral α-aryl dialkyl ketones in moderate yields and with high enantioselectivities.


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