Novel selectivity in carbohydrate reactions, IV: DABCO-mediated regioselective primary hydroxyl protection of carbohydrates

BK Gadakh, PR Patil, S Malik…

Index: Gadakh, Bharat Kacheshwar; Patil, Premanand Ramrao; Malik, Satish; Kartha, K. P. Ravindranathan Synthetic Communications, 2009 , vol. 39, # 13 p. 2430 - 2438

Full Text: HTML

Citation Number: 10

Abstract

Abstract An efficient procedure for the regioselective tritylation of primary hydroxyl group of aldohexopyranosides and nucleosides using trityl chloride in the presence of 1, 4- diazabicyclo [2.2. 2] octane (DABCO) in dichloromethane has been developed. Subsequent acetylation of the tritylated products in the same pot has been made possible, thereby providing an efficient route to the fully protected carbohydrate derivatives that can be ...