Chemical & Pharmaceutical Bulletin 2005-02-01

Stereoselective synthesis of tetrahydronaphthocyclobuta[1,2-d]pyrimidinediones from 5-fluoro-1,3-dimethyluracil and naphthalenes.

Kazue Ohkura, Tetsuya Ishihara, Ken-ichi Nishijima, James Michael Diakur, Koh-ichi Seki

Index: Chem. Pharm. Bull. 53(2) , 258-9, (2005)

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Abstract

Upon UV-irradiation in the presence of piperylene, 5-fluoro-1,3-dimethyluracil (5-FDMU) couples with naphthalenes having either an electron-withdrawing group or an electron-donating group by way of 1,2-cycloaddition via mode selectivity to give the corresponding naphthocyclobutapyrimidines regio- and stereo-selectively.