Asymmetric synthesis of protected 1,2-amino alcohols using tert-butanesulfinyl aldimines and ketimines.
J Org Chem
; 66(26): 8772-8, 2001 Dec 28.
Article
em En
| MEDLINE
| ID: mdl-11749605
ABSTRACT
tert-Butanesulfinyl aldimines and ketimines bearing an alpha-benzyloxy or alpha-silyloxy substituent serve as precursors in the synthesis of protected 1,2-amino alcohols in high yields and diastereoselectivities. General protocols are described for the addition of unbranched alkyl, branched alkyl, and aryl organometallic reagents to N-sulfinyl aldimines 1 and 2 and ketimines 5 and 6. Furthermore, the selective N- or O-deprotection of sulfinamide products 3, 4, 7, and 8 is described, enabling further synthetic transformations of the reaction products.
Buscar no Google
Base de dados:
MEDLINE
Assunto principal:
Ácidos Sulfínicos
/
Amino Álcoois
/
Iminas
Idioma:
En
Ano de publicação:
2001
Tipo de documento:
Article