2010•Russian Journal of Organic ChemistryRequires access

Stereochemistry of products of aldol condensation of 2-(3-oxo-1,3-diphenylpropyl)cyclohexanone with aromatic aldehydes

Svetlana Alexandrovna Sergeeva, Vladimir I. Vysotskii, Andrey V. Gerasimenko

Abstract

The aldol condensation of various aromatic aldehydes with 2-(3-oxo-1,3-diphenylpropyl)cyclohexanone in CH 2 Cl 2 in the presence of TiCl 4 -Et 3 N at 0°C afforded perhydrochromens with two equatorial and one axial substituents whereas the aldol reaction under base catalysis gave perhydrochromens with equatorial substituents.

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Key concepts: Cyclohexanone, Chemistry, Aldol reaction, Aldol condensation, Condensation, Organic chemistry, Catalysis, Base (topology)