A Short Method for the Synthesis of Alpha-Tocopherol Side Chain

Document Type: Research Article

Authors

1 Department of Chemistry, Faculty of Sciences, Alzahra University, Tehran, I.R. IRAN

2 Department de Chimie, Faculte des Sciences et de genie, Universite Laval, Quebec, G1K 7P4, CANADA

3 Department of Chemistry, Faculty of Sciences, University of Tehran, Tehran, I.R. IRAN

Abstract

The enzymatic hydrolysis of meso-1,7-diacetoxy-2,6-dimethylheptane 5, prepared from 2,6-dimethylhepta-1,6-diene 6, gave the (2S,6R)-7-acetoxy-2,6-dimethyl-1-heptanol 1, which was transformed to the (2R,6R)-2,6,10-trimethyl-1-undecanol 7. In this manner, the C14 side chain of a-Tocopherol was synthesized from 2,6-dimethylhepta-1,6-diene 6 in only 5 steps.

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