Palladium-Catalyzed Asymmetric Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters by Allylation of β-Ketocarbonyls with Morita-Baylis-Hillman Adducts

被引：72
|
作者：
Liu, Jiawang [1 ,2 ]
Han, Zhaobin [1 ]
Wang, Xiaoming [1 ]
Meng, Fanye [1 ,2 ]
Wang, Zheng [1 ]
Ding, Kuiling [1 ,2 ,3 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 18期
关键词：
allylic compounds; asymmetric catalysis; palladium; P ligands; spiro compounds; ENANTIOSELECTIVE ALLYLIC ALKYLATION; ALPHA-ALLYLATION; DUAL CATALYSIS; ENANTIO; LIGANDS; AMINATION; DIASTEREO; REAGENTS; HYDROGENATION; SPIROKETALS;
D O I：
10.1002/anie.201701455
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Palladium-catalyzed regio-, diastereo-, and enantio-selective allylic alkylation of beta-ketocarbonyls with Morita-Baylis-Hillman adducts has been developed using a spiroketal-based diphosphine (SKP) as the ligand, thus affording a range of densely functionalized products bearing vicinal tertiary and all-carbon quaternary stereodyad in high selectivities. The utility of the protocol was demonstrated by the facile synthesis of some complex molecules by simple product transformations.
引用
收藏
页码：5050 / 5054
页数：5
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