350508-38-2Relevant articles and documents
Iridium-Catalyzed Enantioselective α-C(sp3)-H Borylation of Azacycles
Chen, Lili,Gao, Qian,Liu, Luhua,Xu, Senmiao,Yang, Yuhuan
, p. 12062 - 12068 (2020)
We herein report an iridium-catalyzed enantioselective α-C(sp3)-H borylation of a wide range of azacycles. The combination of an iridium precursor and a chiral bidentate boryl ligand has been shown to effectively differentiate enantiotropic methylene C-H bonds from a single carbon center, affording a variety of synthetically useful azacycles from readily available starting materials with good to excellent enantioselectivities.
Stereoselective and regioselective intramolecular Friedel-Crafts reaction of aziridinium ions for synthesis of 4-substituted tetrahydroisoquinolines
Chong, Hyun-Soon,Chen, Yunwei
, p. 5912 - 5915 (2014/01/06)
Optically active 4-substituted tetrahydroisoquinolines were synthesized via intramolecular Friedel-Crafts (FC) reactions of aziridinium ions in a highly regio- and stereoselective manner. Control experiments suggest the formation and ring-opening of aziri
Aryl radical cyclization of chiral 3-allyl-2-(2-bromophenyl)-1,3-oxazolidines with tributyltin hydride
Yamauchi, Takayasu,Sugiyama, Jumpei,Higashiyama, Kimio
, p. 431 - 447 (2007/10/03)
Stereoselective radical cyclization of (4R)-3-allyl-2-(2-bromophenyl)-4-phenyl-1,3-oxazolidine promoted by the initiator/tributyltin hydride system constructed the chiral oxazolo[2,3-a]tetrahydroisoquinoline skeleton. These tricyclic compounds were transf
Synthesis of enantiopure mono- and disubstituted tetrahydroisoquinolines by 6-exo radical cyclizations
Pedrosa, Rafael,Andrés, Celia,Iglesias, Jesús M,Obeso, Manuel A
, p. 4005 - 4014 (2007/10/03)
2-(o-Bromophenyl)-3-allyl- and 2-allyl-3-(o-bromobenzyl)-substituted perhydrobenzoxazines, derived from (-)-8-amino menthol, readily cyclized stereoselectively by reaction with tributyltin hydride in the presence of AIBN. The cyclization compounds were transformed into enantiopure 4-alkyl tetrahydroisoquinolines by reductive ring opening of the N,O-acetal moiety with lithium aluminum hydride. Enantiopure 1,4- and 3,4-dialkyl-substituted tetrahydroisoquinolines were also prepared by reaction of the cyclized compounds with methylmagnesium iodide and subsequent elimination of the menthol appendage.