Abstract
The chiral titanium complex-catalyzed ene-type reaction with fluoral is shown to serve as an efficient route for the asymmetric synthesis of CF3-substituted compounds of biological and synthetic importance in extremely high enantiomeric excesses (>95% ee). The ene reactivity of trihaloacetaldehyde including fluoral is estimated in terms of the balance of LUMO energy level vs. electron density on the carbonyl carbon.
| Original language | English |
|---|---|
| Pages (from-to) | 7591-7594 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 34 |
| Issue number | 47 |
| DOIs | |
| Publication status | Published - 1993 Nov 19 |
| Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Mikami, K., Yajima, T., Terada, M., & Uchimaru, T. (1993). Asymmetric catalysis of ene-type reaction with fluoral by chiral titanium complex: A semi-empirical and ab-initio analysis of ene reactivity. Tetrahedron Letters, 34(47), 7591-7594. https://doi.org/10.1016/S0040-4039(00)60408-2