Tetrahedron

Synthesis of N-BOC-3-azabicyclo [3.3. 0] octan-7-one via reductive Pauson-Khand cyclization and subsequent conversion to a novel diazatricyclic ring system

DP Becker, DL Flynn

Index: Becker, Daniel P.; Flynn, Daniel L. Tetrahedron, 1993 , vol. 49, # 23 p. 5047 - 5054

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Citation Number: 28

Abstract

An intramolecular reductive Pauson-Khand reaction of the hexacarbonyldicobalt complex of N-(tert-butyloxycarbonyl) allylpropargylamine under dry-state adsorption conditions directly afforded the saturated N-BOC-3-azabicyclo [3.3. 0] octan-7-one when the reaction was performed under an inert atmosphere. This bicyclic ketone was converted in several steps to the novel octahydro-1-azeto [2′, 3′: 3, 4] cyclopenta [1, 2-C] pyrrole ring system as ...