M. Leibovitch et al., ABSOLUTE-CONFIGURATION CORRELATION STUDIES IN SOLID-STATE ORGANIC-PHOTOCHEMISTRY, Pure and applied chemistry, 69(4), 1997, pp. 815-823
An ever-increasing number of examples in the literature attest to the
fact that photochemical reactions carried out in optically active crys
talline media can lead to enantiomerically enriched products in high o
ptical yields. Taken from our own work and that of others, this articl
e examines the relatively few examples of such reactions in which the
absolute stereochemical arrangements of the molecules in the reactant
crystals are correlated with the absolute configurations of the optica
lly active products formed by irradiation of the same crystals. Studie
s of this type provide penetrating insights into the mechanisms of the
reactions in question, and in addition, help to pinpoint the crystal
lattice-derived stereoelectronic factors that an responsible for the o
bserved enantioselectivities.