Enantioselective Syntheses of 2-Alkyl- and 2,6-Dialkylpiperidine Alkaloids: Preparations of the Hydrochlorides of (−)-Coniine, (−)-Solenopsin A, and (−)-Dihydropinidine
| Autor: | Peter Beak, Timothy J. Wilkinson, Nathan W. Stehle |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Analgesics Stereochemistry Organic Chemistry Enantioselective synthesis Stereoisomerism Biochemistry Solenopsin A chemistry.chemical_compound Alkaloids Piperidines Coniine chemistry Dihydropinidine Organic chemistry Physical and Theoretical Chemistry Alkyl Cis–trans isomerism |
| Zdroj: | Organic Letters. 2:155-158 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | [reaction: see text] Sequences of lithiation-substitution, enantioselective hydrogenation, and diastereoselective lithiation-substitution provide efficient highly enantioselective syntheses of 2-substituted and cis and trans 2,6-disubstituted piperidines. The methodology is demonstrated by syntheses of (-)-coniine, (-)-solenopsin A, and (-)-dihydropinidine as their hydrochlorides. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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