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1993

Pauson-Khand reaction

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Full-Text Articles in Physical Sciences and Mathematics

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, Daniel Becker, Daniel L. Flynn Jun 1993

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, Daniel Becker, Daniel L. Flynn

Chemistry: Faculty Publications and Other Works

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 confirmed by single crystal X-ray analysis.