Highly Enantioselective γ-Amination by N-Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates

被引：92

作者：

Chen, Xiang-Yu ^{[1
]}

Xia, Fei ^{[1
]}

Cheng, Jin-Tang ^{[1
]}

Ye, Song ^{[1
]}

机构：

[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 40期

基金：

美国国家科学基金会;

关键词：

annulation; heterocycles; N-heterocyclic carbene; synthetic method; -amino acids; DIELS-ALDER REACTIONS; ASYMMETRIC CONJUGATE ADDITION; EFFICIENT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; 5-LIPOXYGENASE INHIBITORS; COOPERATIVE CATALYSIS; MICHAEL ADDITION; DELTA-LACTONES; ACYL CHLORIDES;

D O I：

10.1002/anie.201305571

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

γ-Amination: The title reaction was developed to give the corresponding dihydropyridazinones in good yields with excellent enantioselectivities (see scheme; Mes=2,4,6-trimethylphenyl). The annulation reaction worked well for γ-aryl, γ-alkyl, or γ-alkenyl oxidized enals. Highly enantiopure tetrahydropyridazinones and γ-amino acid derivatives could be easily prepared by chemical transformations of the resulting dihydropyridazinones. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：10644 / 10647

页数：4

共 96 条

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