75517-02-1Relevant articles and documents
Ag(I)/CAAA-Amidphos Complex Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Acrylates for the Formal Synthesis of (+)-Ibophyllidine
Wang, Haifei,Gong, Chuliang,Zhang, Chen,Zheng, Xiaojun,Hou, Qinglin,Zhou, Qingxia,Zhou, Guiyin,Chen, Yao
supporting information, p. 1437 - 1446 (2021/07/17)
In this work, we introduced a multifunctional Ag(I)/CAAA-amidphos complex catalyzed asymmetric 1,3-dipolar cycloaddition of acrylates with α-imino esters, affording a series of 2,4,5-trisubstituted endo -pyrrolidines in good yields (up to 97%) with high enantioselectivities (up to 98% ee). Meanwhile, the catalytic system was also applied in the three-component one-pot reaction of α-imino esters formed in situ under the action of N,N ′-diisopropylcarbodiimide. In addition, the gram-scale reaction was realized for the formal synthesis of (+)-ibophyllidine in eight steps.
X=Y-ZH systems as potential 1,3-dipoles. Part 61: Metal exchanged zeolites, silver(I) oxide, Ni(II) and Cu(I) complexes as catalysts for 1,3-dipolar cycloaddition reactions of imines generating proline derivatives
Grigg, Ronald,Cooper, Daniel M.,Holloway, Stephen,McDonald, Simon,Millington, Emma,Sarker, Mohammed A.B.
, p. 8677 - 8685 (2007/10/03)
A range of regio- and stereo-selective 1,3-dipolar reactions of imines of α-amino esters, generating polysubstituted prolines, catalysed by silver(I) exchanged zeolites or silver(I) supported on titania, both in combination with DBU, are described. The us
Cycloaddition vs. Michael Addition in the Metal Halide/Amine-Induced Reactions of α-(Alkylideneamino) Esters with Electron-Deficient Olefins
Kanemasa, Shuji,Yoshioka, Manabu,Tsuge, Otohiko
, p. 869 - 874 (2007/10/02)
The lithiated intermediate derived from methyl 2-(benzylideneamino)propanoate and lithium bromide/triethylamine undergoes cycloaddition and Michael addition with methyl acrylate. 1,3-Dipole character of the intermediate is suggested on the basis of the pr