Concise formal synthesis of (-)-peduncularine via ring-closing metathesis
| Autor: | David G. Washburn, Stephen F. Martin, Richard W. Heidebrecht |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Aza Compounds
Indoles Bicyclic molecule Molecular Structure Stereochemistry Chemistry Organic Chemistry Enantioselective synthesis Malates Stereoisomerism General Medicine Metathesis Ring (chemistry) Combinatorial chemistry Biochemistry Indole Alkaloids Formal synthesis Bridged Bicyclo Compounds Ring-closing metathesis Alkaloids Salt metathesis reaction Physical and Theoretical Chemistry Peduncularine |
| Zdroj: | Organic letters. 5(19) |
| ISSN: | 1523-7060 |
| Popis: | [reaction: see text] A synthesis of the 6-aza[3.2.1]bicyclooctene (-)-2 has been completed by a short sequence of reactions that required only six operations from (S)-malic acid and featured a novel ring-closing metathesis to form the bridged bicyclic ring. Because 2 was previously converted into (-)-peduncularine (1), its preparation constitutes a formal enantioselective synthesis of 1. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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