
Tetrahedron Letters p. 237 - 239 (2003)
Update date:2022-09-26
Topics:
Peddibhotla, Satyamaheshwar
Cheng, Zigang
DellaPenna, Dean
Tepe, Jetze J.
Methylphytylbenzoquinone was synthesized from δ-tocopherol by a simple two-step sequence. Oxidative cleavage of the benzopyran ring with cerium sulfate followed by dehydration using Burgess reagent afforded the methylphytylbenzoquinone as a mixture of positional and geometric isomers which were separated by HPLC. The biological activity of the product corresponds to the natural biosynthetic precursor of vitamin E. The above method is a general procedure applicable to the preparation of any of the tocopherol derivatives.
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