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Synlett 1990; 1990(8): 451-452
DOI: 10.1055/s-1990-21990
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An Efficient Stereoselective Preparation of Vitamin E (α-Tocopherol) from Phytol

Seiichi Takano* , Takumichi Sugihara, Kunio Ogasawara
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan
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Publication Date:
08 March 2002 (online)

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Vitamin E (α-tocopherol) (5) has been prepared efficiently from phytol (7). The key step is the treatment of (2S,3R,7R, 11R)-1-chloro-2,3-epoxy-3,7,11,15-tetramethylhexadecane, derived from phytol by sequential Sharpless epoxidation and chlorination, with butyllithium to give (3R,7R,11R)- 3,7, 11,15-tetramethyl-1-hexadecyn-3-ol (6).

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