Tetrahedron Letters p. 8307 - 8310 (1997)
Update date:2022-08-10
Topics:
Habashita, Hiromu
Kawasaki, Takeshi
Akaji, Masako
Tamamura, Hirokazu
Kimachi, Tetsutaro
Fujii, Nobutaka
Ibuka, Toshiro
A convenient and efficient method for the synthesis of synthetically useful non-racemic allylic alcohols from 4-methylbenzenesulfonates of non- racemic 2,3-epoxy alcohols is described. Satisfactory yields are obtained by treatment of 4-methylbenzenesulfonates of non-racemic 2,3-epoxy alcohols with potassium iodide followed by zinc powder and ammonium chloride in a one-pot manner. The method has been successfully applied to the synthesis of a key building block of C30-C37 botryococcenes.
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