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Paper | Regular issue | Vol 71, No. 4, 2007, pp.815-833
Published online, 9th February, 2007
DOI: 10.3987/COM-06-10964
Regio- and Stereoselective Head-to-Head Photo[2+2]cycloaddition of 3-(1-Methyl-2-phenylsulfanyl-1H-imidazol-5-yl)propenoates

Shunsaku Ohta,* Abdul Khadeer, Akiko Kakuno, Ikuo Kawasaki, and Masayuki Yamashita

*Department of Functional Molecular Chemistry, 21st Century COE program, Kyoto Pharmaceutical University, Misasagi, Yamashinaku, Kyoto 607-8414, Japan


Head-to-head photo[2+2]cycloaddition of 1,ω-di[3-(1-methyl- 2-phenylsulfanyl-1H-imidazol-5-yl)propenoyloxy]alkylenes smoothly proceeded under irradiation of a high-pressure mercury lamp to give cyclobutane compounds regio- and stereoselectively. The stereochemistry of these cyclobutanes was determined as β-form.