Efficient two-step synthesis of methylphytylbenzoquinones: precursor intermediates in the biosynthesis of vitamin E

被引：5

作者：

Peddibhotla, S

Cheng, ZG

DellaPenna, D

Tepe, JJ ^{[1
]}

机构：

[1] Michigan State Univ, Dept Chem, E Lansing, MI 48824 USA

[2] Michigan State Univ, Dept Biochem & Mol Biol, E Lansing, MI 48824 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(02)02564-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methylphytylbenzoquinone was synthesized from delta-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. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：237 / 239

页数：3

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