ISSN:
1434-193X
Keywords:
Asymmetric synthesis
;
Hydrogen transfer
;
Photochemistry
;
Solid-state chemistry
;
Topochemistry
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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.
Type of Medium:
Electronic Resource
