Journal
ORGANIC LETTERS
Volume 15, Issue 1, Pages 50-53Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol303035r
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- Singapore National Research Foundation (NRF)
- Singapore Economic Development Board (EDB)
- GlaxoSmithKline (GSK)
- Nanyang Technological University (NTU)
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A direct alpha-functionalization of simple aldehydes under N-Heterocyclic Carbene (NHC) catalysis and direct generation of ester enolate equivalents from nonfunctionalized aldehydes are disclosed. The catalysis involves selective enolate generation from an oxidatively generated NHC-bounded ester intermediate as a key step. The ester enolate intermediates undergo stereoselective reactions with enones and trifluoromethyl ketones.
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