Abstract
Chiral titanium complex (1), prepared in situ from optically pure binaphthol and diisopropoxytitanium dihalide in the presence of molecular sieves, is shown to catalyze the addition reactions of crotylsilanes and -stannanes to glyoxylates to afford (syn)-α-hydroxy-β-methyl esters in highly scalemic forms with high diastereoselectivity.
Original language | English |
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Pages (from-to) | 1783-1792 |
Number of pages | 10 |
Journal | Tetrahedron |
Volume | 49 |
Issue number | 9 |
DOIs | |
Publication status | Published - 1993 Feb 26 |
Externally published | Yes |
Keywords
- Allylic silane
- Allylic stannane
- Asymmetric catalysis
- Binaphthol-derived titanium dihalide
- Carbonyl-addition reaction
- Carbonyl-ene reaction
- Chiral titanium complex
- Diastereocontrol
- Enantiocontrol
- Glyoxylate
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry