PHOTOISOMERIZATION OF METHYLBUT-1-YNYL)-2-(PENT-4-ENYL)-CYCLOHEX-2-ENONE TO 2-OXOTRICYCLO[7.3.0.0(1,6)]DODEC-6-EN-7-YL)CARBENE

Authors
KISILOWSKI B AGOSTA WC MARGARETHA P
Citation
B. Kisilowski et al., PHOTOISOMERIZATION OF METHYLBUT-1-YNYL)-2-(PENT-4-ENYL)-CYCLOHEX-2-ENONE TO 2-OXOTRICYCLO[7.3.0.0(1,6)]DODEC-6-EN-7-YL)CARBENE, Chemical communications, (17), 1996, pp. 2065-2065
Citations number
5
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
17
Year of publication
1996
Pages
2065 - 2065
Database
ISI
SICI code
1359-7345(1996):17<2065:POM>2.0.ZU;2-E
Abstract
On irradiation (lambda > 340 nm) cyclohexenone 1 is converted to a mix ture of diastereoisomeric 4,4-dimethyl-7-(2,2-dimethylcyclopropyl)tric yclo [7.3.0.0(1,6)] dodec-6-en-2-ones 2 via the title carbene 4, which can also be efficiently trapped both by methanol or by oxygen to affo rd methyl ethers 5a and 5b or the pivaloyl derivative 6, respectively.