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Complementary short syntheses of (±)-methyl shikimate
Authors:Malcolm M Campbell  Aston D Kaye  Malcolm Sainsbury  Roya Yavarzadeh
Institution:School of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K.
Abstract:Two syntheses of (±)-methyl shikimate from the adduct of furan and methyl acrylate are described. One requires the regioselective hydroxylation of (±)-5β,6β-dihydroxy-O,O-isopropylidene-2-methoxycarbonylcyclohexa-1,3-diene and the other cis-dihydroxylation of (±)-5-hydroxy-1-methoxycarbonylcyclohexa-1,3-diene.
Keywords:
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