Home
Resources
Publications
FeCl3 Mediated Arylidenation of Carbohydrates

FeCl3 Mediated Arylidenation of Carbohydrates

Nabamita Basu, Sajal K Maity, Soumik Roy, Shuvendu Singha, Rina Ghosh

Carbohydr Res. 2011 Apr 1;346(5):534-9.

PMID: 21333276

Abstract:

Glycosides and thioglycosides based on monosaccharides in reaction with benzaldehyde dimethylacetal or p-methoxybenzaldehyde dimethyl acetal undergo FeCl(3)-catalyzed (20 mol%) regioselective 4,6-O-arylidenation producing the corresponding acetals in high yields. FeCl(3) also mediates acetalation of glycosides and thioglycosides of cellobiose, maltose, and lactose affording the corresponding 4',6'-O-benzylidene acetals, which were isolated after their acetylation in situ with acetic anhydride and pyridine. The combined yields (two steps) of these final products are also high (61-84%). The procedure is applicable to a wide variety of functional groups including -OBn.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1125888	Benzaldehyde dimethyl acetal		1125-88-8	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: