The Journal of Organic Chemistry

General synthesis of 1-oxaspiro [4.5] decan-2-ones and 1-oxaspiro [4.5] decanes from 5-methylene-2 (5H)-furanone

D Alonso, J Font, RM Ortuno

Index: Alonso, Daniel; Font, Josep; Ortuno, Rosa M. Journal of Organic Chemistry, 1991 , vol. 56, # 19 p. 5567 - 5572

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Citation Number: 24

Abstract

bMethylene-2 (5H)-furanone underwent Diels-Alder cycloadditions to butadiene and several acyclic and cyclic C-substituted dienes, reapectively, affording bicyclic and tricyclic spiroadducta in good yields. These compounds are precursors of other unsaturated and saturated spirolactones and also spiroethere, which were obtained through simple chemical reactions, ie, hydrogenation of CC double bonds, reduction of the carbonyl group, and ...