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Paper | Regular issue | Vol 53, No. 3, 2000, pp.657-664
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8810
Synthesis of Tetrahydrofuro[2,3-b][1]benzopyranones by the Ring-Expansion Reaction of Methanochromanone with Symmetric Ketones

Yoshiaki Sugita,* Kazuyoshi Kawai, and Ichiro Yokoe

*Faculty of Pharmaceutical Sciences, Josai University, Sakado, Saitama 350-0295, Japan

Abstract

In the presence of SnCl4, 2,3-dimethoxycarbonylmethanochromanone (8) was transformed into a zwitterion which easily reacted with symmetric ketones to give the tetrahydrofuro[2,3-b][1]benzopyranone derivatives in good yields with high diastereoselectivity.