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Iridium/f-ampha-catalyzed asymmetric hydrogenation of aromatic α-keto esters
- Source :
- Organic Chemistry Frontiers. 5:1209-1212
- Publication Year :
- 2018
- Publisher :
- Royal Society of Chemistry (RSC), 2018.
-
Abstract
- We herein report an iridium/f-ampha catalytic system for the asymmetric hydrogenation of aromatic α-keto esters. This method was demonstrated to be efficient in preparing chiral mandelate esters with up to >99% conversion and up to 97% ee. DFT calculations revealed that a quadruple Na+–O ionic interaction is formed to stabilize the transition state. The (S)-isomeric product was favored due to steric hindrance.
Details
- ISSN :
- 20524129
- Volume :
- 5
- Database :
- OpenAIRE
- Journal :
- Organic Chemistry Frontiers
- Accession number :
- edsair.doi...........c991ccee3b9bb979e6ab78c6a4bf5302
- Full Text :
- https://doi.org/10.1039/c8qo00047f