Abstract
Due to the matrix effect of the crystal lattice, irradiation of ketone 1 yields 2 diastereoselectively as the main product (97% de). Furthermore, the chiral crystal environment in single crystals of 1 (space group P212121) also renders the reaction enantioselective (86% ee). Both enantiomers of alcohol 2 could be produced, depending on which enantiomorphic form of the chiral crystal was irradiated. As the ketone 1 is achiral and the chiral induction is caused exclusively by physical influences, this reaction represents a further example of an absolute asymmetric synthesis.
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