A novel benzo[]quinolizidine rearrangement involving intramolecular carbamyl-chloride-induced cleavage of a tertiary amine |
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Authors: | Bruce E Maryanoff Albert J Molinari Gary P Wooden RA Olofson |
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Institution: | Research Division, McNeil Pharmaceutical Spring House, Pennsylvania 19477 USA;Department of Chemistry, The Pennsylvania State University University Park, Pennsylvania 16802 USA |
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Abstract: | The free base of benzoquinolizidine undergoes a facile rearrangement to pyrimidoisoquinoline , the structure of which was confirmed by x-ray crystallography.The regiospecificity of this novel rearrangement is governed by stereoelectronic factors. |
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