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Catalytic asymmetric deprotonation using a ligand exchange approach

McGrath, M.J. and O'Brien, P. (2005) Catalytic asymmetric deprotonation using a ligand exchange approach. Journal Of The American Chemical Society, 127 (47). pp. 16378-16379. ISSN 0002-7863

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A novel ligand exchange approach to catalytic asymmetric deprotonation−electrophilic trapping has been developed that uses 1.3 equiv of s-BuLi, 0.06−0.2 equiv of chiral diamine ((−)-sparteine or a (+)-sparteine surrogate), and 1.2 equiv of achiral bispidine. The methodology is illustrated with a range of examples and gives access to either enantiomer of useful chiral products in good yields using substoichiometric amounts of chiral diamines.

Item Type: Article
Institution: The University of York
Academic Units: The University of York > Chemistry (York)
Depositing User: York RAE Import
Date Deposited: 03 Apr 2009 11:00
Last Modified: 03 Apr 2009 11:00
Published Version: http://dx.doi.org/10.1021/ja056026d
Status: Published
Publisher: ACS American Chemical Society
Identification Number: 10.1021/ja056026d
URI: http://eprints.whiterose.ac.uk/id/eprint/6902

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