Publication: A variation of the Pictet-Spengler reaction via a sequential reduction-cyclization reaction of N-acylcarbamates: synthesis of 1-substituted tetrahydroisoquinoline derivatives
| dc.contributor.author | Chutima Kuhakarn | en_US |
| dc.contributor.author | Nattakan Panyachariwat | en_US |
| dc.contributor.author | Somsak Ruchirawat | en_US |
| dc.contributor.other | Chulabhorn Research Institute | en_US |
| dc.contributor.other | Mahidol University | en_US |
| dc.date.accessioned | 2018-08-24T01:39:29Z | |
| dc.date.available | 2018-08-24T01:39:29Z | |
| dc.date.issued | 2007-11-12 | en_US |
| dc.description.abstract | A new variation of the Pictet-Spengler reaction for the synthesis of 1-substituted tetrahydroisoquinoline derivatives has been developed. The reaction employs the reduction of N-acylcarbamates by DIBAL-H followed by simultaneous cyclization mediated by BF3·OEt2. The synthetic potential of this method has been illustrated by the synthesis of the tetrahydroisoquinoline alkaloids, (±)-xylopinine, (±)-laudanosine, (±)-8-oxo-O-methylbharatamine, and (±)-isoindoloisoquinolone. © 2007 Elsevier Ltd. All rights reserved. | en_US |
| dc.identifier.citation | Tetrahedron Letters. Vol.48, No.46 (2007), 8182-8184 | en_US |
| dc.identifier.doi | 10.1016/j.tetlet.2007.09.073 | en_US |
| dc.identifier.issn | 00404039 | en_US |
| dc.identifier.other | 2-s2.0-35348838923 | en_US |
| dc.identifier.uri | https://repository.li.mahidol.ac.th/handle/20.500.14594/24083 | |
| dc.rights | Mahidol University | en_US |
| dc.rights.holder | SCOPUS | en_US |
| dc.source.uri | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=35348838923&origin=inward | en_US |
| dc.subject | Biochemistry, Genetics and Molecular Biology | en_US |
| dc.subject | Chemistry | en_US |
| dc.subject | Pharmacology, Toxicology and Pharmaceutics | en_US |
| dc.title | A variation of the Pictet-Spengler reaction via a sequential reduction-cyclization reaction of N-acylcarbamates: synthesis of 1-substituted tetrahydroisoquinoline derivatives | en_US |
| dc.type | Article | en_US |
| dspace.entity.type | Publication | |
| mu.datasource.scopus | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=35348838923&origin=inward | en_US |
