First Iridium-Catalyzed Highly Enantioselective Hydrogenation of β-Nitroacrylates

被引：23

作者：

Li, Shengkun ^{[1
]}

Xiao, Taifeng ^{[1
]}

Li, Dangdang ^{[1
]}

Zhang, Xumu ^{[2
,3
]}

机构：

[1] Nanjing Agr Univ, Coll Plant Protect, Dept Pesticide Sci, Nanjing 210095, Jiangsu, Peoples R China

[2] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

[3] Rutgers State Univ, Dept Pharmaceut Chem, Piscataway, NJ 08854 USA

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 15期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC HYDROGENATION; BETA(2)-AMINO ACIDS; ALPHA-AMINOMETHYLACRYLATES; ACYLAMINO NITROOLEFINS; NITROALKENES; DERIVATIVES; ACRYLATES; PEPTIDES; LIGANDS;

D O I：

10.1021/acs.orglett.5b01758

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first highly chemo- and enantioselective hydrogenation of beta-nitroacrylates was accomplished with an iridium catalyst (Ir-4) with yields and enantioselectivities of up to 96% and 98% ee, respectively. The resulting alpha chiral beta-nitro propionates are attractive building blocks for the synthesis of chiral beta(2)-amino acids, which are the core scaffolds of bioactive natural products, pharmaceuticals, and beta-peptides.

引用

页码：3782 / 3785

页数：4

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