New phosphine-imine and phosphine-amine ligands derived from D-gluco-, D-galacto- and D-allosamine in Pd-catalysed asymmetric allylic alkylation

被引:5
|
作者
Szulc, Izabela [1 ]
Kolodziuk, Robert [1 ]
Zawisza, Anna [1 ]
机构
[1] Univ Lodz, Dept Organ & Appl Chem, Tamka 12, PL-91403 Lodz, Poland
关键词
D-glucosamine; D-galactosamine; D-allosamine; Iminophosphine; Aminophosphine; Homogeneous catalysis; Asymmetric alkylation; Palladium; D-GLUCOSAMINE; ENANTIOSELECTIVE HYDROGENATION; CONJUGATE ADDITION; OXAZOLINE LIGANDS; CARBOHYDRATE PHOSPHINITES; TRIALKYLALUMINUM ADDITION; BIS(OXAZOLINE) LIGAND; REMOTE STEREOCENTERS; DIPHOSPHITE LIGANDS; VERSATILE LIGANDS;
D O I
10.1016/j.tet.2018.02.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New phosphine-imine and phosphine-amine chiral ligands which were easily prepared from D-gluco-, D-galacto-and D-allosamine furnished a high level of enantiomeric excess (up to 99%) in the Pd(0)-catalysed asymmetric allylic alkylation of racemic 1,3-diphenyl-2-propenyl acetate with malonates. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1476 / 1485
页数:10
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