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Synfacts 2010(1): 0101-0101
DOI: 10.1055/s-0029-1218497
DOI: 10.1055/s-0029-1218497
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Cross-Aldol Reactions of Enolizable Aldehydes
M. Markert, U. Scheffler, R. Mahrwald*
Humboldt-Universität zu Berlin, Germany
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Dezember 2009 (online)
Significance
A chemo-, diastereo-, and enantio-selective cross-aldol reaction between enolizable α-branched aldehydes catalyzed by l-histidine is reported. This reaction gives access to several substituted and functionalized β-hydroxyaldehydes. In some cases the corresponding acetal was formed, which could be easily converted into the corresponding β-hydroxyaldehyde by treating it with an acidic ion exchange.