Tetrahedron

Mechanistic and synthetic aspects of amine oxidations promoted by 3-methyl-5-ethyllumiflavinium perchlorate

SE Hoegy, PS Mariano

Index: Hoegy, Susan E.; Mariano, Patrick S. Tetrahedron, 1997 , vol. 53, # 14 p. 5027 - 5046

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Citation Number: 26

Abstract

Preparative and kinetic aspects of the chemistry of 3-methyl-5-ethyllumiflavinium perchlorate (1) with primary and secondary amines have been investigated. Reactions of 1 with primary and secondary amines leads to rapid production of modestly stable C4a-adducts. The rates of these processes, determined by stopped-flow kinetic methods, parallel amine nucleophilicities. The C4a-adducts undergo benzylamine promoted elimination reactions ...