Synthesis and dehydration of endo-2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo[2.2.1]heptan-exo-2-ols

Authors
Bondar, NF Koval'skaya, SS Skupskaya, RV Pashkovskii, FS Dikusar, EA Kozlov, NG Lakhvich, FA
Citation
Nf. Bondar et al., Synthesis and dehydration of endo-2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo[2.2.1]heptan-exo-2-ols, RUSS J ORG, 37(1), 2001, pp. 23-28
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
1
Year of publication
2001
Pages
23 - 28
Database
ISI
SICI code
1070-4280(200101)37:1<23:SADOE>2.0.ZU;2-4
Abstract
endo-2-Ethynyl-1,7,7-trimethyibicyclo[2.2.1]heptan-exo-2-ol reacts with nit rile oxides, yielding endo-2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo[2.2 .1]heptan-exo-2-ols. Treatment of the latter with methanesulfonyl chloride in pyridine leads to dehydration and Formation of mixtures of the correspon ding 1-(3-R-isoxazol-5-yl)-3,3-dimethyl-2-methylenebicyclo[2.2.1]heptanes a nd 2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-enes at a rati o of 2:1.