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Total synthesis of (±) zoapatanol

✍ Scribed by Vinayak V. Kane; D.L. Doyle


Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
187 KB
Volume
22
Category
Article
ISSN
0040-4039

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The protected 3-C-methyl-a-D-allofuranose derivative 6, readily accessible from D-glucose, could be transformed into a diene scaffold which underwent ring-closing metathesis (RCM) to give the functionalized oxepines 10a,b. Further elaboration of 10a,b provided the 2%-zoapatanol analogs 3-5.