Cu(I)-catalyzed highly exo-selective and enantioselective [3 + 2] cycloaddition of azomethine ylides with acrylates.
[reaction: see text] A novel Cu(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with acrylates has been developed. Up to 98/2 exo/endo selectivity and up to 98% enantiomeric excess have been achieved.
Gao
Wenzhong
W
104 Chemistry Building, Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
Zhang
Xumu
X
Raghunath
Malati
M
D000179:Acrylates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D013237:Stereoisomerism; D013379:Substrate Specificity; D013882:Thiosemicarbazones / Q000737:chemistry*
D000179:Acrylates; D000475:Alkenes; D001391:Azo Compounds; D008024:Ligands; D013882:Thiosemicarbazones; C512188:azomethine; C035591:glycine methyl ester; C032490:n-butyl acrylate; D003300:Copper; D005998:Glycine