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Abstract
Asymmetric alpha-amination through an N-heterocyclic carbene (NHC)-catalyzed redox reaction of alpha-aroyloxyaldehydes with N-aryl-N-aroyldiazenes to form alpha-hydrazino esters with high enantioselectivity (up to 99% ee) is reported. The hydrazide products are readily converted into enantioenriched N-aryl amino esters through samarium(II) iodide mediated N-N bond cleavage.
Original language | English |
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Pages (from-to) | 6058-6061 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 15 |
Issue number | 23 |
DOIs | |
Publication status | Published - 6 Dec 2013 |
Keywords
- DIELS-ALDER REACTIONS
- N-HETEROCYCLIC CARBENES
- CARBONYL-COMPOUNDS
- AMINO-ACIDS
- ENANTIOSELECTIVE SYNTHESIS
- 4+2 CYCLOADDITION
- ARYL HALIDES
- ALDEHYDES
- ACTIVATION
- ESTERS
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Dive into the research topics of 'Asymmetric NHC-Catalyzed Redox alpha-Amination of alpha-Aroyloxyaldehydes'. Together they form a unique fingerprint.Projects
- 1 Finished
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Clean catalysis for sustainable develop: Clean catalysis for sustainable development
Kamer, P. C. J. (PI)
1/11/12 → 31/10/17
Project: Standard