Asymmetric synthesis of substituted prolines from delta-amino beta-ketoesters. Methyl (2S,5R)-(+)-5-phenylpyrrolidine-2-carboxylate.
[reaction: see text]. Metal carbenoid chemistry is used to convert delta-amino beta-ketoesters into 5-substituted 3-oxo prolines, which expands the utility of this class of polyfunctionalized chiral building blocks.
Davis
Franklin A
FA
Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. fdavis@temple.edu
Fang
Tianan
T
Goswami
Rajesh
R
D002766:Cholecystokinin / Q000037:antagonists & inhibitors; D007202:Indicators and Reagents; D007651:Keto Acids / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry*; D011392:Proline / Q000031:analogs & derivatives*; D013237:Stereoisomerism
D007202:Indicators and Reagents; D007651:Keto Acids; D010880:Piperidines; C408864:SS 20846A; D002766:Cholecystokinin; D011392:Proline