INTRAMOLECULAR PHOTOREACTIONS OF 6-(OMEGA-ALKENYL)-4-METHOXY-2-PYRONES

Authors
SHIMO T MATSUZAKI S SOMEKAWA K
Citation
T. Shimo et al., INTRAMOLECULAR PHOTOREACTIONS OF 6-(OMEGA-ALKENYL)-4-METHOXY-2-PYRONES, Journal of heterocyclic chemistry, 31(2), 1994, pp. 387-390
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
2
Year of publication
1994
Pages
387 - 390
Database
ISI
SICI code
0022-152X(1994)31:2<387:IPO6>2.0.ZU;2-2
Abstract
6-(omega-Alkenyl)-2-pyrones 3a-c and 8a,b were prepared and the photoc hemical reactions were investigated. Photosensitized reactions of 3b,c gave intramolecular [2 + 2]-cycloadducts 11b,c as tricyclic lactones, site- and regio-specifically. They are not frontier-orbital-controlle d adducts. On the other hand, 3a, 8a,b afforded cyclobutenecarboxylic acids, 10a, 14a,b, respectively. The end-ester group at the side-chain is thought not to be effective for the intramolecular photoaddition.