Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
A New Synthetic Method of Methyl Ketones Part III
Syntheses of cis- and trans-Jasmone
Toshio YOSHIDA, Akio YAMAGUCHI, Akira KOMATSU
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1966 年 30 巻 4 号 p. 370-377

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A simple and stereospecific method has been developed for the synthesis of cis-jasmone. 3-Methyl-2-cyclopentenone (V) was condensed with cis-2-pentenyl chloride, which was prepared from propargyl alcohol, by means of sodium amide in liquid ammonia to yield stereochemically pure cis-jasmone (VIb) in 39_??_40% yield. By the similar direct alkyla-tion, trans-jasmone (VIc) and dihydrojasmone (VIa) were also synthesized in moderate yields.
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© Japan Society for Bioscience, Biotechnology, and Agrochemistry
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