143060-04-2Relevant academic research and scientific papers
Asymmetric desymmetrization of meso-pyrrolidine derivatives by enantiotopic selective C-H hydroxylation using (salen)manganese(III) complexes
Punniyamurthy,Katsuki, Tsutomu
, p. 9439 - 9454 (2007/10/03)
Chiral (salen)manganese(III) complexes 1 catalyzed the asymmetric desymmetrization of N-protected meso-pyrrolidine derivatives 3, 6-8, 15 and 18 by enantiotopic selective C-H oxidation in the presence of terminal oxidant iodosylbenzene. The oxidation occurred chemoselectively at the carbon α to the nitrogen atom to afford optically active hydroxypyrrolidine derivatives 9, 11, 13, 16, 19 and 21 that were further oxidized to chiral lactams with Jones reagent. The N-protecting groups of the meso-pyrrolidine derivatives have notable effect on the enantioselectivity.
Stereoselective Radical-Mediated Cyclization of Norephedrine Derived α-Iodoamides: Synthesis of Enantiopure Pyrrolidines and Transition State Modelling
Belvisi, Laura,Gennari, Cesare,Poli, Giovanni,Scolastico, Carlo,Salom, Barbara,Vassallo, Marco
, p. 3945 - 3960 (2007/10/02)
Radical-mediated cyclization of norephedrine derived α-iodoamides 1 was found to be highly stereoselective ( 97:3) favouring diastereoisomer 2.Bicyclic lactams 2 were transformed in high yields into enantiomerically pure pyrrolidines 10.Transition stat
