Reactions of enaminones with 1-nitroolefins. Scope and limitations of a polyquinane synthesis

JW Huffman, MM Cooper, BB Miburo, WT Pennington

Index: Huffman; Cooper; Miburo; Pennington Tetrahedron, 1992 , vol. 48, # 38 p. 8213 - 8228

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Citation Number: 12

Abstract

Abstract: The reaction of several 2-amlnocyclohex-2-en-l-ones with cyclic nitroolefins has been explored as a possible synthetic approach to polyquinanes. 2? yrrolkiino, 2-piperidiuo and 2-morpholinocyclohex-2-en-1-one react with I-nitrocyclopentene to provide substituted triquinanes. Reactions involving 5.5 dimethyl-2-morpholinocyclohex-2-en-l-one were unsuccessful as were those using 4, 4-dimethyl-1-niuocyclopentene. 5-Methyl-2- ...