Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 53, No. 6, 2000, pp.1329-1336
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8891
[2+2] Photocycloaddition Reaction of 5-Phenyl-1H -furan-2,3-dione to Phenylethylene

Yoshie Horiguchi, Toshiaki Saitoh, Nobuyuki Koseki, Hideki Suzuki, Jun Toda, and Takehiro Sano*

*Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan

Abstract

The photocycloaddition reaction of 5-phenylfuran-2,3-dione (1) to phenylethylene proceeded in a [2+2] manner with regio- and stereoselectivities to give 2-oxabicyclo[3.2.0]heptane-3,4-diones with 7-endo-phenyl as a major adduct (3) and 7-exo-phenyl stereochemistries as a minor one (4). The reaction demonstrated that dioxofuran is a useful synthon for synthesis of substituted cyclobutane derivatives.