Stereoselective intramolecular Diels-Alder reactions of α, β-unsaturated amides using internal coordination of metal salts

T Takebayashi, N Iwasawa, T Mukaiyama…

Index: Takebayashi; Iwasawa; Mukaiyama; Hata Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 6 p. 1669 - 1677

Full Text: HTML

Citation Number: 9

Abstract

The intramolecular Diels-Alder reactions between acyclic dienes and α, β-unsaturated amides utilizing the internal coordination of the metal salts have been studied in detail. When the magnesium salts of N-(trans, trans-2, 4-alkadienyl)-N-(2-hydroxyphenyl) acrylamide derivatives are employed, the intramolecular Diels-Alder reactions are remarkably accelerated and the corresponding cycloadducts are obtained in high yields ...