Abstract
A highly stereoselective, enzymatic reduction of an α-chloro-β- keto ester provided the key intermediate for a total synthesis of the α-hydroxy-β-amino acid moiety of (-)-bestatin. The reduction product was cyclized to a glycidic ester that was opened in a Ritter reaction with benzonitrile, affording a trans-oxazoline, which was hydrolyzed under acidic conditions to the target molecule.
Original language | American English |
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Journal | Tetrahedron: Asymmetry |
Volume | 16 |
DOIs | |
State | Published - Jan 1 2005 |
Keywords
- (-)-Bestatin
- Chemoenzymatic formal
- Total synthesis
DC Disciplines
- Chemistry