Lookup NU author(s): Dr Simon Doherty,
Dr Julian Knight,
Dr Ross Harrington,
Emeritus Professor Bill Clegg
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Oxazoline-substituted prolinamides catalyse the direct asymmetric aldol reaction between cyclohexanone and a range of aldehydes to give excellent conversions and enantioselectivities up to 84 % under optimum conditions. Reactions were highly substrate-specific with electron-deficient aldehydes giving the highest yields and ee values. The absolute configuration of the 4-chlorobenzaldehyde-derived product was unequivocally established as (2S,1'R) by single-crystal X-ray analysis, and the stereochemistry of the product was shown to be determined principally by the stereo chemistry of the proline fragment. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
Author(s): Doherty S, Knight JG, Mcrae A, Harrington RW, Clegg W
Publication type: Article
Publication status: Published
Journal: European Journal of Organic Chemistry
ISSN (print): 1434-193X
ISSN (electronic): 1099-0690
Publisher: Wiley - VCH Verlag GmbH & Co. KGaA
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