Synthetic control by internal interaction. The intramolecular Diels-Alder reactions of furan derivatives and. ALPHA.,. BETA.-unsaturated amides.

T Takebayashi, N Iwasawa, T Mukaiyama

Index: Takebayashi, Toyonori; Iwasawa, Nobuharu; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 4 p. 1107 - 1112

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Citation Number: 20

Abstract

An efficient method for the acceleration of the intramolecular Diels-Alder reaction was established utilizing the internal interaction—the internal hydrogen bonding and the internal coordination of a magnesium salt. The intramolecular Diels-Alder reaction between nitrofuran derivatives and various acrylic acid derivatives give good yields of the cycloadducts when internal hydrogen bonding is present. When cyclic α, β-unsaturated ...