Carbohydrate research

A route to functionalised cyclopentanes from 6-deoxyhex-5-enopyranoside derivatives

RJ Ferrier, SR Haines

Index: Ferrier, Robert J.; Haines, Stephen R. Carbohydrate Research, 1984 , vol. 130, p. 135 - 146

Full Text: HTML

Citation Number: 21

Abstract

Abstract A route to the functionalised cyclopentenone derivative,(2S)-(23)-dibenzyloxy-5- (hydroxymethyl) cyclopentene-4-enone ethylene acetal, has been developed from a deoxyinosose that is readily accessible. The carbocyclisation procedure was less efficient in affording (2S)-(2, 34, 5)-2, 3, 4, 5-tetrahydroxy-2, 3-O-isopropylidenecyclohexanone from 6- deoxy-1, 2: 3, 4-di-O-isopropylidene-β-l-arabino-hex-5-enopyranose. Various reactions ...