Expedient entry to the piperazinohydroisoquinoline ring system using a sequential Ugi/Pictet-Spengler/reductive methylation reaction protocol
An expedient entry to the piperazinohydroisoquinoline ring system present in the tetrahydroisoquinoline antitumor alkaloids family is described. The synthetic sequence involves: a sequential Ugi reaction followed by an N-Boc-deprotection process and iminium formation with a spontaneous Pictet-Spengl...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2011-10, Vol.47 (38), p.10770-10772 |
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| container_issue | 38 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 47 |
| creator | Cano-Herrera, Ma-Angeles Miranda, Luis D |
| description | An expedient entry to the piperazinohydroisoquinoline ring system present in the tetrahydroisoquinoline antitumor alkaloids family is described. The synthetic sequence involves: a sequential Ugi reaction followed by an N-Boc-deprotection process and iminium formation with a spontaneous Pictet-Spengler cyclization and reductive N-methylation, with all these processes performed in a two-operation protocol in the same reaction flask. |
| doi_str_mv | 10.1039/c1cc10759c |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2011-10, Vol.47 (38), p.10770-10772 |
| issn | 1359-7345 1364-548X |
| language | eng |
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| source | MEDLINE; Royal Society of Chemistry Journals Gold Package; Alma/SFX Local Collection |
| subjects | Alkaloids - chemical synthesis Alkaloids - chemistry Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Crystallography, X-Ray Cyclization Isoquinolines - chemical synthesis Isoquinolines - chemistry Methylation Molecular Conformation Oxidation-Reduction Piperazines - chemistry Stereoisomerism |
| title | Expedient entry to the piperazinohydroisoquinoline ring system using a sequential Ugi/Pictet-Spengler/reductive methylation reaction protocol |
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