Abstract
Chiral organoaluminum complex 1 efficiently catalyzed the asymmetric hetero-ene reaction of commercially available 2-methoxypropene (2) with aldehydes under mild conditions to give the corresponding β-hydroxymethyl ketones 3 in good to excellent chemical yields with high enantiomeric excesses. The asymmetric catalysis of 1 was further applied to the carbonyl addition of methallylsilanes, where exclusive formation of the optically active allylic silanes 5 was achieved.
| Original language | English |
|---|---|
| Pages (from-to) | 4481-4484 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 45 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - 2004 May 31 |
| Externally published | Yes |
Keywords
- 2-Methoxypropene
- Aldehydes
- Chiral organoaluminum complex
- Ene reactions
- Methallylsilanes
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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