A novel synthesis of clihdrojasmone from methyl vinylketone and 1-Hexene

Abstract

2-Hexyl-5-methyl-1,2-oxaborolane (I) prepared readily by treatment of a mixture of Me vinyl ketone and 1-hexene with borane-dimethyl sulfide, reacted smoothly with LiCHCl2 to give intermediate II which upon oxidation with pyridinium chlorochromate led to 2,5-undecanedione. The latter afforded dihydrojasmone (III) via an intramol. condensation according to known procedure.

Key words: MASS SPECTROGRAPHY, INFRARED SPECTROPHOTOMETRY, TETRAHYDROFURAN, OXYGEN HETEROCYCLICS, HEXENE, PERFUMES, PROTON MAGNETIC RESONANCE SPECTROMETRY, HYDROBORATION, CYCLOPENTANE P, BORON HETEROCYCLIC COMPOUNDS

CLC Number:

O621

Cite this article

BAI JUNCAI;DING HONGXUN;ZHANG HUAQI. A novel synthesis of clihdrojasmone from methyl vinylketone and 1-Hexene[J]. Chin. J. Org. Chem., 1990, 10(5): 471-472.

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