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Communication | Regular issue | Vol 38, No. 8, 1994, pp.1721-1726
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6778
Photochemistry of γ-Allenyl-substituted Conjugated Alkylidenecycloalkanones

Kunio Sugiyama,* Masato Yoshida, and Takashi Tsuno

*College of Industrial Technology, Nihon University, -2-1, Izumi-cho, Narashino, Chiba 275-8575, Japan

Abstract

The photolyses of the γ-allenyl-substituted conjugated alkylidenecycloalkanones underwent the intramolecular oxa-Diels-Alder reaction and the E-Z geometrical isomerization, and for the cyclopentanone possessing a 3-methyl-1,2-butadienyl group, the intramolecular [2+2] cycloaddition also occurred. The oxa-Diels-Alder reaction takes place via photochemical process of the Z-enones.