Abstract
(Chemical Equation Presented) Double interaction doesit: Highly enantio- and diastereoselective aza-ene-type reaction of glyoxylate with an enecarbamate is accomplished by using a binol-derived phosphoric acid catalyst (see scheme). DFT computational analysis revealed that two hydrogen bonds formed between the catalyst and the aldehyde are critical for the high enantioselectivity.
| Original language | English |
|---|---|
| Pages (from-to) | 4122-4125 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 47 |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 2008 May 19 |
Keywords
- Asymmetric catalysis
- Brønsted acids
- Ene reactions
- Phosphoric acids
- Transition states
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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Cite this
Terada, M., Soga, K., & Momiyama, N. (2008). Enantioselective activation of aldehydes by chiral phosphoric acid catalysts in an aza-ene-type reaction between glyoxylate and enecarbamate. Angewandte Chemie - International Edition, 47(22), 4122-4125. https://doi.org/10.1002/anie.200800232