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A FACILE IODINE-CATALYZED GLYCOSYLATION: ENANTIOMERICALLY PURE beta-LACTAMS WITH THE THIENAMYCIN SIDE CHAIN
Journal article   Peer reviewed

A FACILE IODINE-CATALYZED GLYCOSYLATION: ENANTIOMERICALLY PURE beta-LACTAMS WITH THE THIENAMYCIN SIDE CHAIN

Bimal K. Banik, Oliwia Zegrocka, Maghar S. Manhas and Ajay K. Bose
Heterocycles, Vol.78(10), pp.2443-2454
01/10/2009

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A facile iodine-catalyzed glycosylation of the hydroxyethyl side chain as present in thienamycin side chain has been achieved with tri-O-acetyl-D-glucal. This method has produced two separable diasteromeric alpha-glycosides in excellent yields which oil acid-induced cleavage have provided two optically pure alcohols. The absolute stereochemistry of the products has been determined from physiochemical data.

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