2,6-bis[(2S)-tetrahydrofuran-2-yl]phenyl diselenide: An effective reagent for asymmetric electrophilic addition reactions to olefins

Article abstract of DOI:10.1016/S0040-4039(97)01030-7

The enantioselective synthesis of a new and extremely effective organoselenium reagent (2) is reported. This chiral reagent was found to react with alkenes with a very high degree of facial selectivity in selenomethoxylation and ring closure reactions. In some cases the diastereoselectivities were found to be as high as 98%.