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■ A Novel Approach to Functionalized Policyclic Systems; Synthesis of Tetracycli Compounds by Sequential Diels-Alder Reactions of 2-Acylated 4H,6H-Thieno[3,4-c]furan 5,5-Dioxide

Katsuhiro Konno, Satoshi Sagara, Takaaki Hayashi, and Hiroaki Takayama*

*Faculty of Pharmaceutical Sciences, Teikyo University, 1091-1 Suarashi, Sagamiko-machi, Tsukui-gun, Kanagawa 199-0195, Japan

Abstract

The 7-oxa-2,3-dimethylenenorbornene derivative (3), synthesized previously from 4H,6H-thieno[3,4-c]furan 5,5-dioxide (1) through its 2-acylated derivative (2), reacted with a variety of dienophiles to give the adducts (4), the functionalized tetracyclic compounds, in good to excellent yield.