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

被引：73

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

页码：2196 / 2199

页数：4

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