A NOVEL CYCLOPENTANE ANNULATION BY [3+2] CYCLOADDITION OF SUBSTITUTEDMETHYLENECYCLOPROPYL KETONES WITH ALLYLTRIMETHYLSILANE

Authors
MONTI H RIZZOTTO D LEANDRI G MONTI JP
Citation
H. Monti et al., A NOVEL CYCLOPENTANE ANNULATION BY [3+2] CYCLOADDITION OF SUBSTITUTEDMETHYLENECYCLOPROPYL KETONES WITH ALLYLTRIMETHYLSILANE, Tetrahedron letters, 35(18), 1994, pp. 2885-2888
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
18
Year of publication
1994
Pages
2885 - 2888
Database
ISI
SICI code
0040-4039(1994)35:18<2885:ANCAB[>2.0.ZU;2-P
Abstract
Reaction of subtituted methylenecyclopropyl ketones with allyltrimethy lsilane affords functionalized methylene or alkylidenecyclopentanes in good yield via a TiCl4 mediated cleavage of the carbocycle followed b y a [3+2] cycloaddition of the resultant 1,3-zwitterion with allyltrim ethylsilane which acts as the 1,2-partner.