Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1390596 | Carbohydrate Research | 2010 | 5 Pages |
Abstract
A quick, efficient and convenient method for the regiospecific reductive ring opening of 4,6-O-benzylidene acetals of O-/S-alkyl/aryl glycosides of mono- and disaccharides, leading to the exclusive formation of the corresponding 6-O-benzyl ethers, using sodium cyanoborohydride in the presence of molecular iodine, is reported. It has been observed that common protecting groups such as ethers and esters are well tolerated under the conditions studied. The reaction was proved unsuccessful when applied to a glucosamine-derived benzylidene acetal.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kaki Venkata Rao, Premanand R. Patil, Sridhar Atmakuri, K.P. Ravindranathan Kartha,