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

Citation
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
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
11
Year of publication
1997
Pages
2019 - 2022
Database
ISI
SICI code
0040-4039(1997)38:11<2019:SOASBD>2.0.ZU;2-L
Abstract
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.