FROM CHLOROBENZENE TO A CARBOHYDRATE IN 2 STEPS - A NEW CHEMOENZYMATIC SYNTHESIS OF 2,3-O-ISOPROPYLIDENE-D-ERYTHRURONOLACTONE

被引:10
作者
MANDEL, M
HUDLICKY, T
KWART, LD
WHITED, GM
机构
[1] VIRGINIA POLYTECH INST & STATE UNIV,BLACKSBURG,VA 24061
[2] GENENCOR INT INC,S SAN FRANCISCO,CA 94080
关键词
D O I
10.1135/cccc19932517
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 provided for lactone I.
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页码:2517 / 2522
页数:6
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