Versatile [3 + 2] methylenecyclopentane annulations of unactivated and electron-rich olefins with [(trimethylsilyl)methylene]cyclopropanedicarboxylates
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[(Trimethylsilyl)methylene]cyclopropanedicarboxylates 8a-c are readily available from the cyclopropanation of the silylallenes 7a-c with dimethyl diazomalonate. The free-radical mediated methylenecyclopentane annulations of unactivated and electron-rich alkenes with 8a-c proceed in high yield. The product vinylsilans are set up for diverse secondary conversions, making annulations with 8a-c highly versatile in the synthesis of cyclopentanes. © 1994, American Chemical Society. All rights reserved.
author list (cited authors)
Huval, C. C., & Singleton, D. A.