Stereoselective synthesis of C-glycosides from carboxylic acids: the tandem Tebbe-Claisen approach.
Org Biomol Chem
; 1(21): 3772-86, 2003 Nov 07.
Article
en En
| MEDLINE
| ID: mdl-14649909
ABSTRACT
A variety of beta- or alpha-C-glycosides may be readily accessed in an entirely stereoselective fashion from esters derived from the reaction of carboxylic acids and 3-hydroxy glycals, by way of a tandem reaction sequence of Tebbe methylenation and Claisen rearrangement. Though of wide scope, for example allowing the synthesis of 1-6 linked C-disaccharides, the methodology does not currently allow the synthesis of C-glycosyl alpha-amino acids.
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Base de datos:
MEDLINE
Asunto principal:
Ácidos Carboxílicos
/
Glicósidos
Idioma:
En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2003
Tipo del documento:
Article