Authors
Citation
Dg. Stoub et al., THE STEREOSPECIFIC CYCLOPROPANATION OF DIARYLCARBENE CATION RADICALS, Tetrahedron letters, 37(28), 1996, pp. 4927-4930
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
28
Year of publication
1996
Pages
4927 - 4930
Database
ISI
SICI code
0040-4039(1996)37:28<4927:TSCODC>2.0.ZU;2-M
Abstract
Catalytic chemical oxidation of p,p'-dimethyldiphenyldiazomethane, 1,
using tris-(4-methylphenyl)aminium hexafluoroantimonate, Ar3N+., in th
e presence of excess alkene in CH2Cl2 yields substituted cyclopropanes
, 3, in high yield. Experiments show that cyclopropanation is stereosp
ecific and probably proceeds via the initial formation of a 1,3 cation
radical intermediate which undergoes ring closure. Copyright (C) 1996
Elsevier Science Ltd