283589-00-4Relevant academic research and scientific papers
Highly enantioselective synthesis of β-amino alcohols
Metro, Thomas-Xavier,Appenzeller, Jerome,Pardo, Domingo Gomez,Cossy, Janine
, p. 3509 - 3512 (2006)
N,N-Dialkyl-β-amino alcohols derived from α-amino acids can be rearranged enantiospecifically by using TFAA/Et3N/NaOH to give 1,2-amino alcohols with enantiomeric excess up to 99%.
Synthesis and utilization of trifluoromethylated amino alcohol ligands for the enantioselective Reformatsky reaction and addition of diethylzinc to N-(diphenylphosphinoyl)imine
Xu, Xiu-Hua,Qiu, Xiao-Long,Qing, Feng-Ling
, p. 7353 - 7361 (2008/12/20)
A series of trifluoromethylated amino alcohol ligands, which had been designed and conveniently prepared, were successfully applied in the enantioselective Reformatsky reaction and addition of diethylzinc to N-(diphenylphosphinoyl)imine, respectively. The influence of the substituents on C-3 position and the amino moiety on the enantioselectivity has been carefully investigated. In the best cases, ligand 1b exhibited good selectivity for the enantioselective Reformatsky reaction in 86% ee and ligand 12d provided excellent enantioselectivity in the addition of diethylzinc to N-(diphenylphosphinoyl)imine with 95% ee.
Highly enantioselective synthesis of β-amino alcohols: A catalytic version
Metro, Thomas-Xavier,Pardo, Domingo Gomez,Cossy, Janine
, p. 6556 - 6561 (2008/02/10)
(Chemical Equation Presented) Highly enantioselective rearrangement of β-amino alcohols was realized by using a catalytic amount of trifluoroacetic anhydride.
Stereospecific rearrangement of β-amino alcohols catalyzed by H 2SO4
Métro, Thomas-Xavier,Pardo, Domingo Gomez,Cossy, Janine
, p. 2888 - 2890 (2008/02/12)
Highly enantioselective rearrangement of β-amino alcohols was realized by using a catalytic amount of H2SO4. Georg Thieme Verlag Stuttgart.
Chiral ferrocenyl amino alcohols as catalysts for the enantioselective borane reduction of ketones
Brunin, Thierry,Cabou, Jerome,Bastin, Stephanie,Brocard, Jacques,Pelinski, Lydie
, p. 1241 - 1243 (2007/10/03)
The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral oxazaborolidine catalysts prepared in situ from chiral ferrocenyl amino alcohols. The corresponding chiral secondary amino alcohols were obtained with modest to high enantiomeric excesses (up to 90%) using (1S,2S)-2-amino-1-ferrocenyl-3,3-dimethyl-1-butanol 5c.
