[2+ 2]??Cycloaddition of Chlorosulfonyl Isocyanate to (Z)??Propenyl Ethers Bound to Polystyrene Resins by Alkylsulfonyl Linkers

…, B Furman, M Chmielewski

Index: Lysek, Robert; Grzeszczyk, Barbara; Furman, Bartlomiej; Chmielewski, Marek European Journal of Organic Chemistry, 2004 , # 20 p. 4177 - 4187

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Citation Number: 7

Abstract

Abstract The 3-O-and 5-O-(Z)-propenyl ethers derived from 1, 2-O-isopropylidene-α-D-xylo- and glucofuranoses, respectively, were attached to the Merrifield, MPPC and NCPSC resins using alkylsulfonyl linkers. The [2+ 2]-cycloaddition of chlorosulfonyl isocyanate to the polymer-bound vinyl ethers followed by the intramolecular alkylation of the β-lactam nitrogen led to the formation of mixtures of the corresponding diastereomeric oxacephams or ...