Organic Letters p. 4751 - 4753 (2004)
Update date:2022-07-30
Topics:
Tiecco, Marcello
Testaferri, Lorenzo
Santi, Claudio
Tomassini, Cristina
Bonini, Rosaria
Marini, Francesca
Bagnoli, Luana
Temperini, Andrea
(Chemical Equation Presented) The first example of a kinetic resolution process promoted by electrophilic selenium reagents 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 (from 95:5 to 98:2 dr). The unreacted alcohols can be recovered in an optically enriched form (from 90 to 94% ee).
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