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Tetrahedron

The synthesis of indolizidine and quinolizidine ring systems by free radical cyclization of 4-aza-6-methoxycarbonyl-5-hexenyl radicals

ALJ Beckwith, SW Westwood

文献索引:Beckwith, Athelstan L. J.; Westwood, Steven W. Tetrahedron, 1989 , vol. 45, # 16 p. 5269 - 5282

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被引用次数: 51

摘要

The formation of bicyclic amines by the intramolecular cyclization of 4-aza-6- methoxycarbonyl-5-hexenyl radicals is described. The direct attachment of a nitrogen atom to the double bond changes the electronic nature of the alkene such that the cyclization is less efficient than the all carbon analogue or the other aza-substituted 5-hexenyl cyclizations. The reaction has been used in a short, convenient synthesis of a variety of ...