Organocatalytic asymmetric strategies to carbocyclic structures by gamma-alkylation-annulation sequences
| Autor: | Bruno Matos Paz, Karl Anker Jørgensen, Lars A. Leth, Bjarke S. Donslund, Kim Halskov |
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| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: |
Annulation
Stereochemistry Alkylation Catalysis VINYL SULFONES Materials Chemistry Organic chemistry SESQUITERPENES Chemistry Metals and Alloys Enantioselective synthesis CARBONYL-COMPOUNDS General Chemistry ALPHA BETA-UNSATURATED ALDEHYDES Surfaces Coatings and Films Electronic Optical and Magnetic Materials MICHAEL ADDITION DIRECTING DIENAMINE CATALYSIS Intramolecular force DIELS-ALDER REACTIONS Electrophile Ceramics and Composites Nitro CYCLOADDITION REACTIONS FUNCTIONALIZATION Stereoselectivity AMINE CATALYSIS |
| Zdroj: | Donslund, B S, Halskov, K S, Leth, L A, Paz, B M & Jorgensen, K A 2014, ' Organocatalytic asymmetric strategies to carbocyclic structures by gamma-alkylation-annulation sequences ', Chemical Communications, vol. 50, no. 89, pp. 13676-13679 . https://doi.org/10.1039/c4cc06556e |
| DOI: | 10.1039/c4cc06556e |
| Popis: | Attractive carbocyclic structures are accessed via a highly regio- and enantioselective aminocatalytic gamma-addition of cyclic enals to vinyl phosphonates followed by a one-pot intramolecular Horner-Wadsworth-Emmons reaction. It is also demonstrated that nitro olefins can act as electrophiles in a similar reaction concept, providing carbocycles in equally high stereoselectivity. |
| Databáze: | OpenAIRE |
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