Tributylmanganate(II)-Mediated Cyclization of Enynes

Treatment of enynes with tributylmanganate(II) provided cyclized products containing alkylidene substituents. 1-Tridecen-6-yne or 1-tetradecen-7-yne gave 1-heptylidene-2-methylcyclopentane or 1-heptylidene-2-methylcyclohexane in 67 or 50% yield, respectively upon treatment with tributylmanganate(II)...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 73; no. 8; pp. 1903 - 1904
Main Authors Usugi, Shinichi, Shinokubo, Hiroshi, Oshima, Koichiro
Format Journal Article
LanguageEnglish
Published TOKYO The Chemical Society of Japan 01.08.2000
Chemical Soc Japan
Chemical Society of Japan
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
MEDIATED CYCLIZATION
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Summary:Treatment of enynes with tributylmanganate(II) provided cyclized products containing alkylidene substituents. 1-Tridecen-6-yne or 1-tetradecen-7-yne gave 1-heptylidene-2-methylcyclopentane or 1-heptylidene-2-methylcyclohexane in 67 or 50% yield, respectively upon treatment with tributylmanganate(II). The reaction of dimethylvinylsilyl ether of 3-decyn-1-ol with tributylmanganate(II) afforded 4-heptylidene-2,2,3-trimethyl-1-oxa-2-silacyclohexane in good yield.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.73.1903