Tetrahedron

… -1, 4-oxazin-2-ones into 2, 5, 5-substituted piperidine-2-carboxamides and 2-methanamines and related octahydro-2H-pyrido [1, 2-a] pyrazines, potential substance P …

J Rogiers, X Wu, S Toppet, F Compernolle…

Index: Rogiers, Joeri; Wu, Xiujuan; Toppet, Suzanne; Compernolle, Frans; Hoornaert, Georges J Tetrahedron, 2001 , vol. 57, # 43 p. 8971 - 8981

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Citation Number: 6

Abstract

4-(Hetero) aryl-2-oxa-5-azabicyclo [2.2. 2] octan-3-ones and 3, 6-diones, formed via cycloaddition of 2H-1, 4-oxazin-2-ones and ethene followed by functional group transformation, undergo lactone cleavage by reaction with amines to yield substituted 2- (hetero) aryl-5-hydroxy-2-piperidinecarboxamides. Subsequent reduction affords the corresponding 2-piperidinemethanamines. Both amide and amine compounds are of ...