Tetrahedron

Brief syntheses of (±)-methyl shikimate,(±)-methyl epishikimate and structural variants

MM Campbell, AD Kaye, M Sainsbury, R Yavarzadeh

Index: Campbell, Malcolm M.; Kaye, Aston D.; Sainsbury, Malcolm; Yavarzadeh, Roya Tetrahedron, 1984 , vol. 40, # 13 p. 2461 - 2470

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Citation Number: 41

Abstract

Two brief syntheses of (±)-methyl shikimate are described in a strategy which offers potentially flexible access to a range of analogues. New intramolecular rearrangement reactions of epoxides derived from methyl 7-oxabicyclo [2.2. 1] hept-3-ene 6-carboxylate and methyl bicyclo [2.2. 1] hept-3-ene 6-carboxylate are described.

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Brief diels alder syntheses of (±)-methyl 5-epishikimate and (±)-methyl CIS-3, 4-dihydro-3, 4-dihydroxybenzoate.

[Campbell, Malcolm M.; Kaye, Aston D.; Sainsbury, Malcolm Tetrahedron Letters, 1983 , vol. 24, # 43 p. 4745 - 4746]

Brief diels alder syntheses of (±)-methyl 5-epishikimate and (±)-methyl CIS-3, 4-dihydro-3, 4-dihydroxybenzoate.

[Campbell, Malcolm M.; Kaye, Aston D.; Sainsbury, Malcolm Tetrahedron Letters, 1983 , vol. 24, # 43 p. 4745 - 4746]

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