Abstract
Significant improvement in enantioselectivity and catalyst activity was achieved for the catalytic enantioselective Strecker reaction. Using a catalyst (1-2.5mol%) prepared from Gd(OiPr)3 and D-glucose derived ligand 1, and in the presence of 2,6-dimethylphenol as an additive, high enantioselectivity was obtained from a wide range of ketoimines, including heteroaromatic and cyclic ketoimines. The new method was applied to an efficient catalytic asymmetric synthesis of sorbinil, a therapeutic agent for diabetic complications.
Original language | English |
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Pages (from-to) | 3147-3151 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 45 |
Issue number | 15 |
DOIs | |
Publication status | Published - 2004 Apr 5 |
Externally published | Yes |
Keywords
- Additive effect
- Asymmetric catalysis
- Disubstituted amino acids
- Ketoimines
- Strecker reaction
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry