Bulletin of the Chemical Society of Japan

Synthesis of (.+-.)-dihydrofomannosin acetate.

H Kosugi, H Uda

Index: Kosugi, Hiroshi; Uda, Hisashi Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 1 p. 160 - 168

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Citation Number: 17

Abstract

The synthesis of (±)-dihydrofomannosin acetate [5-acetoxymethyl-1-(4, 4-dimethyl-2- oxocyclopentyl)-3-oxabicyclo [4.2. 0] oct-5-en-4-one] is described. Photocycloaddition of 4- (2-acetoxy-4, 4-dimethylcyclopentyl)-2 (5H)-furanone to ethylene gave 5-(2-acetoxy-4, 4- dimethylcyclopentyl)-3-oxabicyclo [3.2. 0] heptan-2-one, which was converted into ethyl [2- acetoxymethyl-2-(2-acetoxy-4, 4-dimethylcyclopentyl) cyclobutyl] glyoxylate by the ...