154140-71-3Relevant academic research and scientific papers
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.
Reduction of isoquinoline and pyridine-containing heterocycles with lithium triethylborohydride (Super-Hydride)
Blough,Carroll
, p. 7239 - 7242 (2007/10/02)
Isoquinolines, quinoline and pyridines are effectively reduced to 1,2,3,4-tetrahydroisoquinolines, 1,2,3,4-tetrahydroquinolines and piperidines respectively with lithium triethylborohydride (Super-Hydride). The mechanism of the reduction was explored by reduction of isoquinoline and pyridine with lithium triethylborodeuteride (Super-Deuteride).
