title: Substantial (2)h-magnetic isotope effects on the diastereoselectivity of triplet photocycloaddition reactions.
abstract: Magnetic isotope effects (MIE) on the diastereoselectivity of the triplet [2+2]-photocycloaddition of benzaldehyde with 2,3-dihydrofuran are described for four substrate combinations. The MIE results from H/D exchange at the reactive carbons of either the aldehyde or the alkene, respectively, but also from deuteration of the aromatic positions of benzaldehyde. Weaker isotope effects on the diastereoselectivity were detected for the reaction of alpha-deuterated propionaldehyde.
authors.affiliation: Institute of Organic Chemistry, University of Cologne, Greinstrasse 4, D-50939 Köln, Germany. griesbeck@uni-koeln.de
authors.forename: Axel G
authors.initials: AG
authors.lastname: Griesbeck
authors.forename: Samir
authors.initials: S
authors.lastname: Bondock
authors.forename: Peter
authors.initials: P
authors.lastname: Cygon