Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly   enantioselective, asymmetric alkylation of N-diphenylphosphinoyl   arylimines with dialkylzinc

doi:10.1002/chem.200305418

CORC > 北京大学 > 化学与分子工程学院

	Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly enantioselective, asymmetric alkylation of N-diphenylphosphinoyl arylimines with dialkylzinc
	Zhang, HL ; Jiang, F ; Zhang, XM ; Cui, X ; Gong, LZ ; Mi, AQ ; Jiang, YZ ; Wu, YD
刊名	chemistry a european journal
	2004
关键词	amino alcohols asymmetric additions density functional calculations imines zinc CHIRAL LIGANDS N-(DIPHENYLPHOSPHINOYL) IMINES ORGANOMETALLIC REAGENTS DIETHYLZINC ADDITION CATALYZED ADDITION AZIRIDINO ALCOHOLS CARBONYL-COMPOUNDS AMINO-ALCOHOLS HYDROGENATION BENZALDEHYDE
DOI	10.1002/chem.200305418
英文摘要	Experimental studies on the modification of (1R,2S)-1,2-diphenyl-2-aminoethanol, which is used to promote the alkylation of N-diphenylphosphinoyl benzalimine with diethylzinc, revealed that N-monosubstituted amino alcohols exhibited higher enantioselectivities than their N,N-disubstituted counterparts and imino alcohols. Application of the optimal chiral ligand 3c to activate the reaction of N-diphenylphosphinoyl arylimines with diethylzinc and dibutylzinc resulted in excellent enantiomeric selectivities of up to 98% ee. The origin of the experimentally observed enantioselectivities was revealed by density functional calculations (B3LYP/6-31G*) on the transition structures of several model reactions.; Chemistry, Multidisciplinary; SCI(E); EI; 37; ARTICLE; 6; 1481-1492; 10
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/255401]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Zhang, HL,Jiang, F,Zhang, XM,et al. Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly enantioselective, asymmetric alkylation of N-diphenylphosphinoyl arylimines with dialkylzinc[J]. chemistry a european journal,2004.
APA	Zhang, HL.,Jiang, F.,Zhang, XM.,Cui, X.,Gong, LZ.,...&Wu, YD.(2004).Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly enantioselective, asymmetric alkylation of N-diphenylphosphinoyl arylimines with dialkylzinc.chemistry a european journal.
MLA	Zhang, HL,et al."Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly enantioselective, asymmetric alkylation of N-diphenylphosphinoyl arylimines with dialkylzinc".chemistry a european journal (2004).