SYNTHESIS OF A SCALEMIC BETA-AMINO DISULFIDE FROM (S)-PHENYLGLYCINE AND (R)-STYRENE OXIDE AND USE AS A CATALYST IN ENANTIOSELECTIVE ADDITIONS OF DIETHYLZINC TO ALDEHYDES
Da. Fulton et Cl. Gibson, SYNTHESIS OF A SCALEMIC BETA-AMINO DISULFIDE FROM (S)-PHENYLGLYCINE AND (R)-STYRENE OXIDE AND USE AS A CATALYST IN ENANTIOSELECTIVE ADDITIONS OF DIETHYLZINC TO ALDEHYDES, Tetrahedron letters, 38(11), 1997, pp. 2019-2022
Two routes to the novel scalemic beta-amino disulfide 7 have been deve
loped from (S)-phenylglycine and (R)-styrene oxide. The beta-amino dis
ulfide 7 was used as a catalyst in the enantioselective addition of di
ethylzinc to aldehydes providing (R)-secondary alcohols in 39-80% ee.
(C) 1997 Elsevier Science Ltd.