Abstract
Efficient trapping of chromium enolates in the presence of Et3SiCl gives silyl enol ethers. This trapping changes the course of the reaction between α,β-unsaturated ketones and aldehydes from a sequential aldol-cyclopropanol formation to a cross pinacol-type coupling reaction (Eq. (1); for example, R1=n-C8H17,R2=Ph(CH2) 2]. The antilsyn ratios of the 1,2-diols depend on the reaction temperature.
| Original language | English |
|---|---|
| Pages (from-to) | 1116-1119 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 40 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - Mar 14 2001 |
Keywords
- Aldehydes
- Chromium
- Diols
- Ketones
- Pinacol coupling
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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Takai, K., Morita, R., & Toratsu, C. (2001). Stereoselective cross pinacol-type coupling between α,β-unsaturated ketones and aldehydes mediated by chromium(II) and r3SiCl. Angewandte Chemie - International Edition, 40(6), 1116-1119. https://doi.org/10.1002/1521-3773(20010316)40:6<1116::AID-ANIE11160>3.0.CO;2-T