Synthesis and dehydration of exo-2-(3-R-5-isoxazolyl)-5,6,6-trimethylbicyclo[2.2.1]heptan-endo-2-ols

Authors
Bondar, NF Koval'skaya, SS Skupskaya, RV Dikusar, EA Kozlov, NG Lakhvich, FA
Citation
Nf. Bondar et al., Synthesis and dehydration of exo-2-(3-R-5-isoxazolyl)-5,6,6-trimethylbicyclo[2.2.1]heptan-endo-2-ols, RUSS J ORG, 36(11), 2000, pp. 1607-1611
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
36
Issue
11
Year of publication
2000
Pages
1607 - 1611
Database
ISI
SICI code
1070-4280(200011)36:11<1607:SADOE>2.0.ZU;2-6
Abstract
The reaction of nitrile oxides with 2-exo-ethynyl-5,6,6-trimethyihicyclo[2. 2.1]heptan-2-endo-ol resulted in 2-exo-(3-R-5-isoxazolyl)-5,6,6-trimethylbi cyclo[2.2.1]heptan-2-endo-ols that on treatment with methanesulfonyl chlori de in pyridine underwent dehydration to afford a mixture of 2-exo-(3-R-5-is oxazolyl)-5,5,6-trimethyl bicyclo[2.2.1]hept-2-ene and 2-(3-R-5-Isoxazolyl) -4,7,7-trimethylbicyclo[2.2.1]hept-2-ene in 3:1 ratio.