ChemInform Abstract: Novel Tocopherol Compounds. Part 10. A Facile Synthesis of O- Trimethylsilyl-5a-halo-α-tocopherols.

✍ Scribed by T. ROSENAU; W. D. HABICHER

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 29 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199747262

✦ Synopsis

Novel Tocopherol Compounds. Part 10. A Facile Synthesis of O-Trimethylsilyl-5a-halo-α-tocopherols.

-O-Trimethylsilyl-5a-halo-αtocopherols (III) are prepared by acid-promoted dehydrative cyclization of (I). The reaction proceeds through a transient ortho-quinone methide and subsequent addition of trimethylsilyl halide to this intermediate. An analogous procedure using TmsI or TmsCN does not give the desired tocopherol deriva-