Enantioselective synthesis of an advanced intermediate for the synthesis of brefeldin A and analogues
| Autor: | Sylvie Archambaud, Frédéric Legrand, Karine Aphecetche-Julienne, Michel Evain, Sylvain Collet, André Guingant |
|---|---|
| Přispěvatelé: | Institut des Matériaux Jean Rouxel (IMN), Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST), Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Ecole Polytechnique de l'Université de Nantes (EPUN), Université de Nantes (UN)-Université de Nantes (UN) |
| Jazyk: | angličtina |
| Rok vydání: | 2008 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Stereochemistry Organic Chemistry Iodide Enantioselective synthesis Brefeldin A 01 natural sciences Desymmetrization 0104 chemical sciences 3. Good health chemistry.chemical_compound chemistry [PHYS.COND.CM-MS]Physics [physics]/Condensed Matter [cond-mat]/Materials Science [cond-mat.mtrl-sci] Epimer ComputingMilieux_MISCELLANEOUS |
| Zdroj: | SYNLETT SYNLETT, Georg Thieme Verlag, 2008, pp.389. ⟨10.1055/s-2008-1032041⟩ |
| ISSN: | 0936-5214 1437-2096 |
| DOI: | 10.1055/s-2008-1032041⟩ |
| Popis: | A synthesis of methyl (1 R,2 R,4 S)-2-[( E)-2-iodovinyl]-4-(methoxymethoxy)cyclopentanecarboxylate is described in nine steps from a prochiral anhydride. A desymmetrization reaction followed by an epimerization and a Takai reaction are the key steps of the transformation. Based on previous work, this vinylic iodide product should be a useful precursor for the synthesis of brefeldin A and analogues. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|