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■ A Stereoselective Synthesis of 5-Aryl- and 6-Aryloxazolo[4,3-a]isoqionolines

Shinzo Kano,* Yoko Yuasa, and Shiroshi Shibuya

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Reduction of N-(α,β-diaryl)ethyl and N-(β,β-diaryl)ethyl ethoxycarbonylmethyl carbamates, obtained from the corresponding 2,3-diaryl- and 3,3-diarylpropionic acids, with diisobutylaluminum hydride, followed by cyclization with formic acid at room temperature gave the corresponding 5-aryl- and 6-aryloxazolo[4,3-a]isoquinolines, respectively, with high stereoselectivity.