HIGHLY REGIOSELECTIVE AND RAPID RING-OPENING OF THE (METHYLENECYCLOPROPYL)METHYL RADICAL

Authors
HORNER JH JOHNSON CC LAI MT LIN HW MARTINESKER AA NEWCOMB M OH E
Citation
Jh. Horner et al., HIGHLY REGIOSELECTIVE AND RAPID RING-OPENING OF THE (METHYLENECYCLOPROPYL)METHYL RADICAL, Bioorganic & medicinal chemistry letters, 4(22), 1994, pp. 2693-2696
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
4
Issue
22
Year of publication
1994
Pages
2693 - 2696
Database
ISI
SICI code
0960-894X(1994)4:22<2693:HRARRO>2.0.ZU;2-X
Abstract
Ring opening of the (2-methylenecyclopropyl)methyl radical (1) was stu died by competition methods. Radical I rearranges to the 2-vinylallyl radical too fast to be trapped appreciably by thiophenol, but benzenes elenol trapping was possible. The rate constant for ring opening of 1 at 5 degrees C was k(r) = 3-4 x 10(9) s(-1).