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Paper | Special issue | Vol 40, No. 1, 1995, pp.249-260
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S18
New Method for Generation of Thiocarbonyl Ylides from Bis(trimethylsilylmethyl)sulfoxides and Their Application to Cycloadditions

Masaaki Aono, Yoshiyasu Terao, and Kazuo Achiwa*

*Schol of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan


Thiocarbonyl ylides were generated by heating of bis(trimethylsilylmethyl) sulfoxides. Cycloadditions of the ylides in the presence of dipolarophiles proceeded smoothly to give di- or tetrahydrothiophenes.