Abstract

Using our new methodology for introduction of a CF 2 moiety, 4,4-difluoro-a-tocopherol (2) was synthesized. Thus, 1-iodo-2,5-bis(methoxymethoxy)-3,4,6-trimethylbenzene (4) was treated with ethyl bromodifluoroacetate (1) in the presence of Cu powder to give a substituted phenyldifluoroacetate (5). Compound (5) was converted to 4,4-difluorochromanol derivative (12). Elongation of the side chain of 12 gave 2.

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