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Reductive CO2 Homocoupling: Synthesis of a Borylated C3 Carbohydrate.
- Source :
-
ChemCatChem . 1/23/2019, Vol. 11 Issue 2, p760-765. 6p. - Publication Year :
- 2019
-
Abstract
- To use carbon dioxide as a source of carbon, recent progress has been made toward the synthesis of higher value chemicals and in particular toward Cn compounds. In this context, we report here the synthesis of a borylated C3‐carbohydrate from CO2 as the only source of carbon. This result corresponds to the unprecedented formation of a polyol chain and of asymmetric carbon atoms from CO2. The adopted strategy involves the Fe‐catalysed selective 4e− reduction of CO2 into bis(boryl)acetal followed in one‐pot by a carbene‐mediated C−C coupling reaction. Boron is shown to play a key role in the coupling step enabling to observe the first diastereoselective formose‐type reaction. This result is in addition obtained under mild reaction conditions (T<80 °C, 1 atm of CO2) and short reaction time (t<2 h). Such a boron: The combination of organometallic catalysis and carbene‐mediated C−C homocoupling enables the unprecedented generation of asymmetric carbon centres from CO2. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CARBON dioxide
*CARBOHYDRATES
*POLYOLS
*CARBENES
*CHEMICAL synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 18673880
- Volume :
- 11
- Issue :
- 2
- Database :
- Academic Search Index
- Journal :
- ChemCatChem
- Publication Type :
- Academic Journal
- Accession number :
- 134297441
- Full Text :
- https://doi.org/10.1002/cctc.201801875