VERSATILE [3+2] METHYLENECYCLOPENTANE ANNULATIONS OF UNACTIVATED AND ELECTRON-RICH OLEFINS WITH [(TRIMETHYLSILYL)METHYLENE]CYCLOPROPANEDICARBOXYLATES Academic Article uri icon

abstract

  • [(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.

published proceedings

  • JOURNAL OF ORGANIC CHEMISTRY

author list (cited authors)

  • HUVAL, C. C., & SINGLETON, D. A.

citation count

  • 48

complete list of authors

  • HUVAL, CC||SINGLETON, DA

publication date

  • January 1994