The use of carbohydrates as structural scaffolds for the design and synthesis of new drugs has found growing interest in the last decade. The main drawback of existing syntheses of carbohydrate scaffolds is the tedious protecting group manipulation necessary for the introduction of orthogonality of protecting groups. In this chapter, we describe a direct approach for generation of monocyclic and bicyclic C-galactosyl compounds from commercially available methyl α-d-galactopyranoside without the use of protecting groups.
La Ferla, B., Hogendorf, W., Nicotra, F., Cipolla, L. (2016). C-Glycosylation Starting from Unprotected O-Glycosides. In Pavol Kováč (a cura di), Carbohydrate Chemistry: Proven Synthetic Methods (pp. 83-89). CRC Press [10.1201/b11261-14].
C-Glycosylation Starting from Unprotected O-Glycosides
La Ferla, B;Cipolla, L
2016
Abstract
The use of carbohydrates as structural scaffolds for the design and synthesis of new drugs has found growing interest in the last decade. The main drawback of existing syntheses of carbohydrate scaffolds is the tedious protecting group manipulation necessary for the introduction of orthogonality of protecting groups. In this chapter, we describe a direct approach for generation of monocyclic and bicyclic C-galactosyl compounds from commercially available methyl α-d-galactopyranoside without the use of protecting groups.
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