title: Catalytic asymmetric 1,3-dipolar cycloaddition of N-unprotected 2-oxoindolin-3-ylidene derivatives and azomethine ylides for the construction of spirooxindole-pyrrolidines.
abstract: Asymmetric 1,3-dipolar cycloaddition of N-unprotected 2-oxoindolin-3-ylidene with azomethine ylides for the construction of spirooxindole-pyrrolidines bearing four contiguous stereogenic centers has been achieved with AgOAc/TF-BiphamPhos complexes for the first time. This catalytic system performance well over a broad scope of substrates, providing the synthetically useful adducts in high yields and excellent diastereoselectivities and moderate enantioselectivities.
authors.affiliation: College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, China.
authors.forename: Tang-Lin
authors.initials: TL
authors.lastname: Liu
authors.forename: Zhi-Yong
authors.initials: ZY
authors.lastname: Xue
authors.forename: Hai-Yan
authors.initials: HY
authors.lastname: Tao
authors.forename: Chun-Jiang
authors.initials: CJ
authors.lastname: Wang
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D007211:Indoles; D011759:Pyrrolidines; D013141:Spiro Compounds; D013882:Thiosemicarbazones; C512188:azomethine