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A novel method for thiiranation of alkenes with 1,1′-dithiobis(1H-1,2,4-triazole)
Authors:Yoshiaki Sugihara  Kaoru Onda  Miho Sato  Takahito Suzuki
Affiliation:Department of Chemistry, Graduate School of Science and Engineering, Saitama University, Sakura-ku, Saitama 338-8570, Japan
Abstract:Eight alkenes reacted with 1,1′-dithiobis(1H-1,2,4-triazole) 4 at −15 °C to form the corresponding thiiranes in moderate to good yields. The thiiranations of anti- and syn-9,9′-bibenzonorbornenylidenes and cis- and trans-cyclooctenes with 4 proceeded with retention of configuration of the starting alkenes.
Keywords:Thiiranation   Alkene   Thiirane   Episulfide   1,1&prime  -Dithiobis(1H-1,2,4-triazole)   Stereospecific reaction
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