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Synthesis 2005(9): 1533-1537  
DOI: 10.1055/s-2005-865332
PAPER
© Georg Thieme Verlag Stuttgart · New York

Origins and Predictions of Stereoselectivity in Intramolecular Aldol Reactions Catalyzed by Proline Derivatives

Paul Ha-Yeon Cheong, K. N. Houk
Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095-1569, USA
Fax: +1(310)2061043; e-Mail: houk@chem.ucla.edu;
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Publication History

Received 15 March 2005
Publication Date:
21 April 2005 (online)

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Abstract

Computational investigations of the Hajos-Parrish-Eder-Sauer-Wiechert reaction catalyzed by various proline derivatives reveal the origins of stereoselectivity and led to predictions for new catalysts.

Key words

Hajos-Parrish-Eder-Sauer-Wiechert reaction - catalysis - asymmetric synthesis - cyclizations - aldol reactions

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