Asymmetric Ene Reactions of 2-Methylpropene with Chloroaldehydes in the Presence of Borontrifluoride-l-menthylethyl Etherate

I. M. Akhmedov Institute of Organochlorine Synthesis, Academy of Sciences of the Azerbaidzan, Sumgait, 06531, Ankara, Turkey

C. Tanyeli Middle East Technical University, Department of Chemistry, 06531, Ankara, Turkey

M. A. Akhmedov Institute of Organochlorine Synthesis, Academy of Sciences of the Azerbaidzan, Sumgait, 06531, Ankara, Turkey

M. Mohammadi Middle East Technical University, Department of Chemistry, 06531, Ankara, Turkey

A. S. Demir Middle East Technical University, Department of Chemistry, 06531, Ankara, Turkey

Abstract

The asymmetric ene reactions of prochiral chloroaldehydes, chloral and 2,3-dichlorobutanal with 2-methylpropanal in the presence of BF₃ l-menthylethyl etherate gave optically active homoallylic alcohols in 16–22% ee. The dechlorination of the chloro alcohols lead to the unsaturated derivatives of alcohols.

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Asymmetric Ene Reactions of 2-Methylpropene with Chloroaldehydes in the Presence of Borontrifluoride-l-menthylethyl Etherate

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Asymmetric Ene Reactions of 2-Methylpropene with Chloroaldehydes in the Presence of Borontrifluoride-l-menthylethyl Etherate

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