BRIDGED SPIROPENTANES - RING EXPANSION

Authors
WIBERG KB SNOONIAN JR
Citation
Kb. Wiberg et Jr. Snoonian, BRIDGED SPIROPENTANES - RING EXPANSION, Tetrahedron letters, 36(8), 1995, pp. 1171-1174
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
8
Year of publication
1995
Pages
1171 - 1174
Database
ISI
SICI code
0040-4039(1995)36:8<1171:BS-RE>2.0.ZU;2-Z
Abstract
Diazomethane ring expansion of tricyclo[4.1.0.0(1,3)]heptan-4-one prov ides a convenient route to three carbon-bridged spiropentanes. The rel ative rates of reaction and the migratory preferences of cyclopropyl v s methylene were examined for several cyclopropyl alkyl ketones, and w ere correlated with the results of HF/6-31G MO calculations.