Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Pyrolidine and Piperidine -Amino Alcohols

被引：6
|
作者：
Salehi, Peyman [2 ]
Dabiri, Minoo [1 ]
Kozehgary, Gholamreza [1 ]
Heydari, Seddigheh [1 ]
机构：
[1] Shaheed Beheshti Univ, Fac Sci, Dept Chem, Tehran 1983963113, Iran
[2] Shaheed Beheshti Univ, Dept Phytochem, Med Plants & Drugs Res Inst, Tehran 1983963113, Iran
来源：
SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 14期
关键词：
Aldehydes; -amino alcohols; diethylzinc; enantioselectivity; CHIRAL LIGANDS; ASYMMETRIC ADDITION; CARBONYL-COMPOUNDS; DIALKYLZINCS; BENZALDEHYDE; 1-PHENYL-2-(1-PYRROLIDINYL)-1-PROPANOL; DERIVATIVES; REAGENTS;
D O I：
10.1080/00397910802659202
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective alkylation of aryl aldehydes by diethylzinc in the presence of catalytic amounts of several chiral pyrolidine- and piperidine-based amino alcohol ligands, synthesized from the reaction of (R)-2-amino-1-butanol and (S)-2-amino-3-phenylpropan-1-ol with appropriate dibromoalkanes, was studied. The influence of temperature and ligand structure has been investigated. Addition of diethylzinc to aromatic aldehydes under the optimized condition gave the corresponding products in excellent yields with ee values of up to 77%.
引用
收藏
页码：2575 / 2584
页数：10
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