Bis(imidazolidine)pyridine-NiCl2 Catalyst for Nitro-Mannich Reaction of Isatin-Derived N-Boc Ketimines: Asymmetric Synthesis of Chiral 3-Substituted 3-Amino-2-oxindoles

被引：95
作者：
Arai, Takayoshi [1 ]
Matsumura, Eri [1 ]
Masu, Hyuma [2 ]
机构：
[1] Chiba Univ, Grad Sch Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan
[2] Chiba Univ, Ctr Analyt Instrumentat, Inage Ku, Chiba 2638522, Japan
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 10期
关键词：
HIGHLY ENANTIOSELECTIVE ADDITION; ORGANOCATALYTIC ALPHA-AMINATION; PICTET-SPENGLER REACTIONS; AZA-HENRY REACTION; ISOTHIOCYANATO OXINDOLES; EFFICIENT; SPIROOXINDOLES; CONSTRUCTION; COMPLEXES; BEARING;
D O I：
10.1021/ol501085y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An (S,S)-diphenyldiamine-derived bis(imidazolidine)-pyridine (PyBidine)-NiCl2 complex catalyzed the nitro-Mannich reaction of isatin-derived N-Boc ketimines to construct a chiral quaternary aminocarbon center at the C3 position of oxindoles in yields of up to 99% with 95% ee.
引用
收藏
页码：2768 / 2771
页数：4
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