Synthesis 2004(9): 1429-1433  
DOI: 10.1055/s-2004-822368
PAPER
© Georg Thieme Verlag Stuttgart · New York

LiClO4-Amine Mediated Direct Aldol Process

Morris Markert, Rainer Mahrwald*
Institut für Chemie der Humboldt-Universität Berlin, Brook-Taylor Str. 2, 12 489 Berlin, Germany
Fax: +49(30)20936940; e-Mail: rainer.mahrwald@rz.hu-berlin.de;
Further Information

Publication History

Received 14 April 2004
Publication Date:
12 May 2004 (online)

Abstract

Aldol processes of aldehydes with secondary alcohols were observed by using a LiClO4-amine reagent under very mild conditions. Unusual regio- and stereoselectivities observed during this new transformation are discussed. Stereotriades as well as stereopentades with configurations previously unattainable by aldol methodologies were isolated.

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The crystal structure of 7c has been deposited at the Cambridge Crystallographic Data Centre and has been allocated the deposition number CCDC 235882.