A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids

被引：26
|
作者：
Duan, Zhiqiang [1 ]
Han, Jianlin [1 ,2 ]
Qian, Ping [1 ]
Zhang, Zirui [1 ]
Wang, Yi [1 ,3 ]
Pan, Yi [1 ,3 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, Inst Chem & Biomed Sci, Nanjing 210093, Jiangsu, Peoples R China
[3] Nanjing Univ, State Key Lab Coordinat, Nanjing 210093, Jiangsu, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 10卷
基金：
中国国家自然科学基金;
关键词：
enantioselective synthesis; hydroxy esters; scandium; FORMAL TOTAL-SYNTHESIS; RHODIUM-CATALYZED ADDITION; ARYL BORONIC ACIDS; 3-HYDROXY OXINDOLES; ARYLBORONIC ACIDS; MANNICH REACTION; KETOESTERS; KETOACIDS; 1,2-ADDITION; ALKYLATION;
D O I：
10.3762/bjoc.10.95
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We show a convenient decarboxylative aldol process using a scandium catalyst and a PYBOX ligand to generate a series of highly functionalized chiral alpha-hydroxy esters. The protocol tolerates a broad range of beta-keto acids with inactivated aromatic and aliphatic alpha-keto esters. The possible mechanism is rationalized.
引用
收藏
页码：969 / 974
页数：6
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