Direct Synthesis of Glycosyl Chlorides from Thioglycosides.
J Org Chem
; 89(10): 6865-6876, 2024 May 17.
Article
em En
| MEDLINE
| ID: mdl-38669055
ABSTRACT
Reported herein is a new method for the direct synthesis of glycosyl chlorides from thioglycosides using sulfuryl chloride at rt. A variety of thioglycosides and thioimidates could be used as substrates. Both acid- and base-sensitive protecting groups were found compatible with these reaction conditions. Preliminary investigation of the reaction mechanism indicates chlorination of the leaving group at the anomeric sulfur as the key step of the reaction.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Tioglicosídeos
/
Cloretos
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article