Novel tocopherol compounds .10. A facile synthesis of O-trimethylsilyl-5a-halo-alpha-tocopherols

A simple and efficient procedure for the synthesis of O-trimethylsilyl-5a-bromo-alpha-tocopherol (6) and O-trimethylsilyl-5a-chloro-alpha-tocopherol (7) starting from para-tocopherolquinone (5) has been developed. The products are formed by acid-catalyzed cyclization of para-tocopherolquinone via an...

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 34; pp. 5959 - 5960
Main Authors Rosenau, T, Habicher, WD
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 25.08.1997
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:A simple and efficient procedure for the synthesis of O-trimethylsilyl-5a-bromo-alpha-tocopherol (6) and O-trimethylsilyl-5a-chloro-alpha-tocopherol (7) starting from para-tocopherolquinone (5) has been developed. The products are formed by acid-catalyzed cyclization of para-tocopherolquinone via an ortho-quinone methide intermediate. (C) 1997 Elsevier Science Ltd.
ISSN:0040-4039
DOI:10.1016/S0040-4039(97)01342-7