222555-57-9Relevant academic research and scientific papers
Indium-mediated Barbier-type allylation of aldehydes as a convenient method for the highly enantioselective synthesis of homoallylic alcohols
Hirayama, Lacie C.,Gamsey, Soya,Knueppel, Daniel,Steiner, Derek,Delatorre, Kelly,Singaram, Bakthan
, p. 2315 - 2318 (2007/10/03)
We report a general method for the indium-mediated Barbier-type enantioselective allylation of both aromatic and aliphatic aldehydes using commercially available (1S,2R)-(+)-2-amino-1,2-diphenylethanol as a chiral auxiliary. Using only two equivalents of allyl bromide, excellent yields and very good to excellent enantioselectivities are obtained. To our knowledge, the enantioselectivities reported herein are the highest obtained for indium-promoted allylations of carbonyl compounds.
Easily accessible chiral amino-phosphinite ligands for highly enantioselective palladium-mediated allylic alkylation
Chen, Guoshu,Li, Xin,Zhang, Haile,Gong, Liuzhu,Mi, Aiqiao,Cui, Xin,Jiang, Yaozhong,Choi, Michael C.K.,Chan, Albert S.C.
, p. 809 - 813 (2007/10/03)
Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with the dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of easily prepared new chiral amino-phosphinite ligands such as 3b and 3c to
New 1-amino-1,2-diphenylethanols as ligands for the enantioselective addition of alkyllithiums to benzaldehyde
Schoen, Michael,Naef, Reto
, p. 169 - 176 (2007/10/03)
In the presence of equimolar amounts of lithium alkoxides derived from N-substituted 2-amino-1,2-diphenylethanols, alkyllithium reagents add to benzaldehyde to furnish optically active secondary alcohols with enantiomeric excesses of up to 86%. The best results were obtained using the N-isopropyl- N-methyl substituted amino-alcohol.
Studies on reaction conditions and new entry to chiral ligands in the chiral lithium amide-mediated enantioselective aldol reaction
Ando,Tatematsu,Shioiri
, p. 1967 - 1971 (2007/10/02)
Reaction conditions for the enantioselective aldol reaction of 2,2-dimethyl-3-pentanone (3) and benzaldehyde using the chiral lithium amide 1b as a chiral auxiliary were thoroughly investigated. All three procedures, that is, (1) the combined use of lithi
