Asymmetric Diels-Alder reaction between acrylates and cyclopentadiene in the presence of chiral catalysts

Author: Mamedov E.  

Publisher: MAIK Nauka/Interperiodica

ISSN: 1070-4272

Source: Russian Journal of Applied Chemistry, Vol.79, Iss.10, 2006-10, pp. : 1621-1625

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Abstract

Asymmetric Diels-Alder reaction between cyclopentadiene and alkyl and cycloalkyl acrylates in the presence of new chiral catalysts, BBr3·MentOEt, AlCl2OMent, BBr2OMent, and BBr(OMent)2, was studied. Optically active bicyclo[2.2.1]hept-2-ene-5-carboxylates were synthesized. The influence of the reaction conditions on the total and optical yields and on the stereoselectivity of the adducts synthesized was examined.