Tetrahedron letters

Inverse electron demand diels-alder reactions of 3-carbomethoxy-2-pyrones. Controlled introduction of oxygenated aromatics: benzene, phenol, catechol, resorcinol, …

DL Boger, MD Mullican

Index: Boger, Dale L.; Mullican, Michael D. Tetrahedron Letters, 1983 , vol. 24, # 45 p. 4939 - 4942

Full Text: HTML

Citation Number: 10

Abstract

Abstract Implementation of one of four inverse electron demand Diels-Alder reactions of 3- carbomethoxy-2-pyrones with N-vinyl-2-pyrrolidinone, vinylene carbonate, 1, 1- dimethoxyethylene or 1, 1, 2-trimethoxyethylene followed by choice of two standard reaction sequences:(1) removal of the carbomethoxy group (NaOH; copper powder, quinoline, Δ) or (2) its conversion to an acetate [NaOH:(CO) 2 Cl 2:(CH 3) 2 CuLi: m-CPBA] allows the ...