Total Asymmetric Synthesis of a New 9,12-Anhydroerythronolide Aglycone
| Autor: | Sandrine Gerber-Lemaire, Cécile Glanzmann, Pierre Vogel, Simon W. Ainge |
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| Rok vydání: | 2002 |
| Předmět: |
aldolreactions
seco-acid Stereochemistry Organic Chemistry Enantioselective synthesis stereocontrolled synthesis natural-products long-chain Biochemistry Catalysis Stereocenter Inorganic Chemistry chemistry.chemical_compound Aglycone chemistry erythromycin erythronolide-a Drug Discovery Erythronolide-A derivatives (c5-c9)+(c3-c4)+(c1-c2)+(c11-c-13)sequence Macrolide synthesis Physical and Theoretical Chemistry Long chain macrolide synthesis |
| Zdroj: | Helvetica Chimica Acta. 85:417-430 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/1522-2675(200202)85:2<417::aid-hlca417>3.0.co;2-1 |
| Popis: | Two novel, potentially antimicrobial erythronolide aglycon analogs ((-)-9 and (-)-30, respectively), which incorporate a large number of contiguous stereogenic centers, have been prepared by multistep synthesis from simple chirons. The chemistry presented demonstrates the power of the so-called 'naked sugars of the second acneration' approach. As for the sporeamicins, our macrolides are 9,12-anhydroerythronotides, yet presenting a higher degree of complexity due to additional functional groups. |
| Databáze: | OpenAIRE |
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