From chlorobenzene to a carbohydrate in two steps. A New chemoenzymatic synthesis of 2, 3-O-isopropylidene-D-erythruronolactone

M Mandel, T Hudlický, LD Kwart…

Index: Mandel, Martin; Hudlicky, Tomas; Kwart, Lawrence D. Collection of Czechoslovak Chemical Communications, 1993 , vol. 58, # 10 p. 2517 - 2522

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Citation Number: 8

Abstract

Abstract Controlled oxidation of chloroepoxide V with two equivalents of sodium periodate furnished 2, 3-O-isopropylidene-D-erythruronolactone (I) in 63% yield. This procedure was augmented by combining the protection of diol III, the oxidation of acetonide IV to V, and the subsequent oxidative cleavage to I into one operation which yielded, on medium scale, the title lactone in 51% yield. detailed procedure of preparation and physical constants are ...