Diversity oriented and chemoenzymatic synthesis of densely functionalized pyrrolidines through a highly diastereoselective Ugi multicomponent reaction.
A highly diastereoselective Ugi reaction involving a chiral cyclic imine, two enantiomerically pure isocyanides and various carboxylic acids was employed for the synthesis of polyfunctionalized pyrrolidines. Both chiral substrates have been efficiently prepared by chemoenzymatic methodologies from readily available achiral substrates. This highly convergent approach can find an application in the fragment-based drug discovery process.
Department of Chemistry and Industrial Chemistry, University of Genova, via Dodecaneso 31, 16146, Genova, Italy.
Valentina
V
Cerulli
Luca
L
Banfi
Andrea
A
Basso
Valeria
V
Rocca
Renata
R
Riva
D002264:Carboxylic Acids / Q000737:chemistry*; D003486:Cyanides / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D002264:Carboxylic Acids; D003486:Cyanides; D007097:Imines; D011759:Pyrrolidines