A Short Synthesis of (±)-13-Deoxyserratine
A short and efficient total synthesis of (±)‐13‐deoxyserratine (3) features a highly stereoselective intramolecular Pauson–Khand reaction of 1 and a cascade of radical cyclizations starting with the amidyl radical 2. The desired alkaloid 3 was thus obtained in ten steps in an overall yield of 12 %....
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| Veröffentlicht in: | Angewandte Chemie International Edition 2002-05, Vol.41 (10), p.1783-1785 |
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| container_issue | 10 |
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| container_title | Angewandte Chemie International Edition |
| container_volume | 41 |
| creator | Cassayre, Jérome Gagosz, Fabien Zard, Samir Z. |
| description | A short and efficient total synthesis of (±)‐13‐deoxyserratine (3) features a highly stereoselective intramolecular Pauson–Khand reaction of 1 and a cascade of radical cyclizations starting with the amidyl radical 2. The desired alkaloid 3 was thus obtained in ten steps in an overall yield of 12 %. THP=tetrahydropyranyl, TBS=tert‐butyldimethylsilyl. |
| doi_str_mv | 10.1002/1521-3773(20020517)41:10<1783::AID-ANIE1783>3.0.CO;2-I |
| format | Article |
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The desired alkaloid 3 was thus obtained in ten steps in an overall yield of 12 %. 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| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 2002-05, Vol.41 (10), p.1783-1785 |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | alkaloids Alkaloids - chemistry Chemical Sciences Chemistry, Organic - methods Free Radicals Heterocyclic Compounds, 4 or More Rings - chemical synthesis Heterocyclic Compounds, 4 or More Rings - chemistry indolizidines Lycopodium - metabolism Models, Chemical Nitrogen - chemistry Organic chemistry Pauson-Khand reaction radical reactions Stereoisomerism total synthesis |
| title | A Short Synthesis of (±)-13-Deoxyserratine |
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