Asymmetric synthesis of (โ)-4-epi-shikim
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Surachai Pornpakakul; Robin G Pritchard; Richard J Stoodley
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Article
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2000
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Elsevier Science
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French
โ 154 KB
The major cycloadduct, arising from the Diels-Alder reaction of maleic anhydride and (1E)-(2 ,3 ,4 ,6tetra-O-acetyl-ฮฒ-D-glucopyranosyloxy)buta-1,3-diene, is converted into methyl 3-O-(ฮฒ-D-glucopyranosyl)-4-epishikimate and into (-)-4-epi-shikimic acid in overall yields of 20 and 17% (based on the di