Carbene-catalyzed desymmetrization of 1,3-diols: access to optically enriched tertiary alkyl chlorides
| Autor: | Yonggui Robin Chi, Rupert S. J. Proctor, Yuhuang Wang, Zhichao Jin, Baosheng Li |
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| Přispěvatelé: | School of Physical and Mathematical Sciences |
| Rok vydání: | 2016 |
| Předmět: |
Carbene-catalyzed reactions
chemistry.chemical_element 010402 general chemistry 01 natural sciences Desymmetrization Medicinal chemistry Catalysis chemistry.chemical_compound polycyclic compounds Materials Chemistry Organic chemistry heterocyclic compounds Enantiomeric excess Alkyl chemistry.chemical_classification 010405 organic chemistry organic chemicals Metals and Alloys Enantioselective synthesis General Chemistry Tertiary alkyl chlorides 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry Asymmetric carbon Ceramics and Composites Carbene Carbon |
| Zdroj: | Chemical communications (Cambridge, England). 52(53) |
| ISSN: | 1364-548X |
| Popis: | The introduction of a chlorine atom to a carbon center in an enantioselective manner via conventional C–Cl bond formation is difficult. Here we report a new approach to this class of tertiary alkyl chlorides with high optical purities. Instead of forming a new C–Cl bond, our approach involves carbene-catalyzed desymmetrization of 2-chloro-1,3-diols as the key step to set up the chiral carbon center with excellent enantiomeric excess. NRF (Natl Research Foundation, S’pore) MOE (Min. of Education, S’pore) Accepted version |
| Databáze: | OpenAIRE |
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