Adelaide Research & Scholarship
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https://hdl.handle.net/2440/85908
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| Type: | Journal article |
| Title: | Asymmetric synthesis of protoberberine alkaloids via a tandem nucleophilic addition and intramolecular cyclisation of a chiral o-toluamide anion with 3,4-dihydroisoquinoline |
| Author: | Warrener, R.N. Liu, L.G. Russell, R.A. |
| Citation: | Chemical Communications, 1997; 1997(22):2173-2174 |
| Publisher: | Royal Society of Chemistry |
| Issue Date: | 1997 |
| ISSN: | 1359-7345 1364-548X |
| Statement of Responsibility: | Ronald N. Warrener, Ligong Liu and Richard A. Russell |
| Abstract: | The reaction of o-toluamide anions, derived from the (S)-(–)- and (R)-(+)-1-phenylethylamine, with 6,7-dimethoxy-3,4-dihydroisoquinoline gives (13aS)-(–)- and (13aR)-(+)-8-oxoprotoberberine, respectively, with enantiomeric excesses >96%. |
| Rights: | Copyright status unknown |
| DOI: | 10.1039/a706008d |
| Published version: | http://dx.doi.org/10.1039/a706008d |
| Appears in Collections: | Aurora harvest 7 Chemistry publications |
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