Unsaturated carbenes from primary vinyl triflates. I. Method and scope

PJ Stang, MG Mangum, DP Fox…

Index: Stang,P.J. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 4562 - 4569

Full Text: HTML

Citation Number: 85

Abstract

Abstract: A variety of primary vinyl triflates, 7-13, containing a hydrogen, dialkyl groups, arylalkyl, or diary1 groups in the/3 position was prepared from the corresponding aldehydes oia their silyl enol ethers. Treatment of the dialkyl triflates with t-BuOK in a variety of olefins at- 20 to+ 25” afforded methylenecyclopropanes in good yields together with differing amounts of tert-butyl vinyl ethers. Whereas similar treatment of/3-aryl and &hydrogen triflates gave ...