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Abstract
The first example of a kinetic resolution process promoted by an electrophilic selenium reagent is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (98% de). The unreacted alcohol can be recovered in a optically enriched form (92% ee).
Acknowledgments
Financial support from MIUR, National Project “Stereoselezione in Sintesi Organica. Metodologie ed Applicazioni,” FIRB Project RBNE01MTYS-007, and from the University of Perugia, Progetti di Ateneo is greatfully aknowledged.