Competing domino processes: path-discriminating ability of epoxide stereochemistry at the angular position
| Autor: | Zoila Gándara, Siméon Arseniyadis, Pascal Retailleau, Zobida Elkhayat, Imad Safir, Maurizio Aquino, Manuel Perez |
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| Přispěvatelé: | Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC) |
| Rok vydání: | 2009 |
| Předmět: |
Models
Molecular Bicyclic molecule Molecular Structure 010405 organic chemistry Stereochemistry Organic Chemistry Epoxide Stereoisomerism [SDV.BC]Life Sciences [q-bio]/Cellular Biology 010402 general chemistry Bridged Bicyclo Compounds Heterocyclic 01 natural sciences Biochemistry Product distribution Domino 0104 chemical sciences chemistry.chemical_compound chemistry Path (graph theory) Molecule Combinatorial Chemistry Techniques Epoxy Compounds Physical and Theoretical Chemistry Vicinal |
| Zdroj: | Organic Letters Organic Letters, American Chemical Society, 2009, 11 (16), pp.3610-3. ⟨10.1021/ol9013377⟩ |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol9013377⟩ |
| Popis: | International audience; Structurally different products can be reached selectively from unsaturated vicinal bicyclic diols, which differ only by the epoxide configuration at the angular position. It is possible to modify the regiochemical outcome of the domino process in such a way as to create a different pathway, [4 + 2] versus [4 + 3 + 2], and control product distribution by using the configuration bias. No previous example of a domino variant of the [4 + 3 + 2] process appears to have been documented. |
| Databáze: | OpenAIRE |
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