27159-33-7Relevant academic research and scientific papers
Amine-directed hydroboration: Scope and limitations
Scheideman, Matthew,Wang, Guoqiang,Vedejs, Edwin
supporting information; experimental part, p. 8669 - 8676 (2009/02/03)
Iodine activation induces intramolecular hydroboration of homoallylic and bis-homoallylic amine boranes with good to excellent control of regiochemistry compared to control experiments using excess THF?BH3. Deuterium labeling and other evidence confirm that the iodine-induced hydroboration reaction of homoallylic amine boranes occurs via an intramolecular mechanism equivalent to the classical 4-center process and without competing retro-hydroboration. Longer carbon chain tethers result in lower regioselectivity, whereas the shorter tether in allylic amines results in a switch to dominant intermolecular hydroboration. Regioselectivity in THF?BH3 control experiments is higher for the allylic amine boranes compared to the iodine activation experiments, whereas the reverse is true for homoallylic amine borane activation.
Transition metal-based lewis acid catalyzed ring opening of epoxides using amines under solvent-free conditions
Zhao, Pei-Qing,Xu, Li-Wen,Xia, Chun-Gu
, p. 846 - 850 (2007/10/03)
Transition metal-based Lewis acids, such as SnCl4·5H 2O, Co(OAc)2·4H2O, Ni(OAc) 2·2H2O, NiCl2, Mn(OAc) 2·4H2O etc. catalyze the nucleophilic opening of epox
Lithium trifluoromethanesulfonate-catalysed aminolysis of oxiranes
Auge, Jacques,Leroy, Frederic
, p. 7715 - 7716 (2007/10/03)
The aminolysis of oxiranes was found to be catalysed by lithium trifluoromethanesulfonate in acetonitrile solutions. This salt turned out to be an excellent substitute for the unsafe lithium perchlorate.
Reaction of 1,1'-Iminobis-2-butanols with Sulfuric Acid
Hernestam, Sven
, p. 1681 - 1685 (2007/10/02)
Treatment of 1,1'-iminobis-2-butanols with 70percent w/w sulfuric acid gives cis- and trans-2,6-diethylmorpholines, 3-ethyl-4-methylpyridine and unsaturated 3-ethyl-4-methylpiperidines.Hydrogenation of the unsaturated 3-ethyl-4-methylpiperidines gives cis- and trans-3-ethyl-4-methylpiperidines.With 50percent w/w sulfuric acid cis- and trans-2,6-diethylmorpholines and a small amount of cis- and trans-2-ethyl-7-methyl-hexahydro-1,4-oyazepines are obtained
