Spirodiepoxide strategy to the C ring of pectenotoxin 4: synthesis of the C1-C19 sector
| Autor: | Stephen D. Lotesta, N. G. Akhmedov, Sipak Joyasawal, Lawrence J. Williams |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Olefin metathesis
Chemistry Allene Organic Chemistry Stereoisomerism Key features Biochemistry Catalysis Article Substrate Specificity Alkadienes chemistry.chemical_compound Computational chemistry Simple (abstract algebra) Organic chemistry Epoxy Compounds Macrolides Physical and Theoretical Chemistry Copper |
| Zdroj: | Organic letters. 12(5) |
| ISSN: | 1523-7052 |
| Popis: | The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented. The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade. |
| Databáze: | OpenAIRE |
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