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A New Synthesis of α-Santalol

1976; Oxford University Press; Volume: 49; Issue: 11 Linguagem: Inglês

10.1246/bcsj.49.3351

1348-0634

Kikumasa Sato, Seiichi Inoue, Y. Takagi, Shigeki Morii,

Plant biochemistry and biosynthesis

Abstract A new synthesis of α-santalol (1) is described. 1-Benzyloxy-4-bromo-2-methyl-2-butene (6) was converted by the reaction with nickel carbonyl to the π-allylic nickel bromide complex (7), which reacted with (−)-π-bromotricyclene (8) to afford benzyl ether (2). The benzyl ether (2) was led to (1) (cis: trans=40: 60) by reductive cleavage of the benzyloxy group.