Intramolecular photoreactions of 4‐(ω‐alkenyloxy)‐6‐methyl‐2‐pyrones | Zendy

Shimo Tetsuro | Zendy; Yasuda Mitsuo | Zendy; Tajima Jun | Zendy; Somekawa Kenichi | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Intramolecular photoreactions of 4‐(ω‐alkenyloxy)‐6‐methyl‐2‐pyrones

Author(s) -

Shimo Tetsuro,

Yasuda Mitsuo,

Tajima Jun,

Somekawa Kenichi

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280332

Subject(s) - chemistry , intramolecular force , cycloaddition , isomerization , valence (chemistry) , hydrolysis , carbon chain , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , catalysis

Photoirradiations of 4‐(ω‐alkenyloxy)‐2‐pyrones 1 gave site‐ and regio‐specific intramolecular [2 + 2]‐cycloadducts 2 being oxatricyclic lactones, and/or Dewar‐type valence‐isomer derivatives 4. The reaction path depended upon the alkenyl chain length. Namely the two or three carbon chain gave rise to intramolecular [2 + 2]‐cycloaddition, while the four carbon chain caused both valence‐isomerization and cycloaddition. Hydrolysis of the cycloadducts 2 gave oxabicycloalkanecarboxylic acids 7.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research