Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Preparation and Reaction of Stable β-Keto bis-sulfonium Ylid
Yousuke NAKAJIMAMotoho MUROIJun-ichi ODAYUZO INOUYE
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1973 年 37 巻 2 号 p. 277-285

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Novel carbonyl-stabilized bis-sulfonium ylids I, II and III, were synthesized for the purpose of revealing their physicochemical properties as well as exploiting their synthetic application. The treatment of these ylides with phenylisocyanate gave stable bis-carbamoyl sulfonium ylids. The reaction with some α, β-unsaturated carbonyl compounds resulted in the Michael type addition to afford the corresponding bis-cyclopropane derivatives. The solvent polarity dependence of stereochemistry of the cyclopropane formation was observed in the reaction of ylids with chalcone.
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© Japan Society for Bioscience, Biotechnology, and Agrochemistry
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