Direct Asymmetric Vinylogous and Bisvinylogous Mannich-Type Reaction Catalyzed by a Copper(I) Complex

被引：72
|
作者：
Zhang, Hai-Jun [1 ]
Shi, Chang-Yun [1 ]
Zhong, Feng [1 ]
Yin, Liang [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 06期
关键词：
ENANTIOSELECTIVE MICHAEL ADDITION; BRONSTED ACID; ALDOL REACTION; DIELS-ALDER; ALPHA; BETA-UNSATURATED PYRAZOLAMIDES; DIENAMINE CATALYSIS; GAMMA-BUTENOLIDES; HIGHLY EFFICIENT; N-ACYLPYRAZOLES; KETONES;
D O I：
10.1021/jacs.6b13042
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A direct catalytic asymmetric vinylogous Mannich-type reaction has been disclosed in good yield, excellent regio-, diastereo- and enantioselectivity. The key to control the regioselectivity is the combination of a bulky N-acylpyrazole and a bulky bisphosphine ligand. The catalytic system was extended to a bisvinylogous Mannich-type reaction by changing the ligand. The synthetic utility of the vinylogous products was demonstrated by several transformations.
引用
收藏
页码：2196 / 2199
页数：4
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