Synthesis of 3-Mono-Substituted Binaphthyl-Based Secondary Amine Catalysts via Monobromination of an Axially Chiral Dicarboxylic Acid Derivative

被引：7

作者：

Kano, Taichi ^{[1
]}

Takeda, Momotaro ^{[1
]}

Sakamoto, Ryu ^{[1
]}

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 09期

基金：

日本学术振兴会;

关键词：

ASYMMETRIC MANNICH REACTIONS; EFFICIENT ORGANOCATALYST; ALDEHYDES; SULFONAMIDE; ALKYLATION; RESOLUTION; DESIGN; SCOPE;

D O I：

10.1021/jo500637q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthetic route to a 3-bromo binaphthyl-based secondary amine through the monobromination of an axially chiral dicarboxylic acid derivative has been developed. The combination of this new procedure with coupling reactions established an efficient synthetic approach to a series of binaphthyl-based secondary amine catalysts containing various functional groups in an efficient way.

引用

页码：4240 / 4244

页数：5

共 4 条

[1] Synthesis of enantiopure, axially chiral, Cα-tetrasubstituted α-amino acids with binaphthyl-based crowned side chains and 3D-structural analysis of their peptides
Wright, Karen
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[2] A novel method for the synthesis of (R)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid by asymmetric oxidative coupling of a chiral β-naphthol derivative catalyzed by CuCl
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Da, CS
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Wang, R
[J]. TETRAHEDRON-ASYMMETRY, 2002, 13 (17) : 1937 - 1940
[3] Synthesis and the crystal structure of a new chiral metal-organic coordination polymer based on l-proline-substituted 2-aminobenzene-1,4-dicarboxylic acid derivative
Veselovsky, V. V.
Lozanova, A., V
Isaeva, V. I.
Chernyshev, V. V.
[J]. RUSSIAN CHEMICAL BULLETIN, 2021, 70 (05) : 874 - 879
[4] Synthesis and the crystal structure of a new chiral metal-organic coordination polymer based on l-proline-substituted 2-aminobenzene-1,4-dicarboxylic acid derivative
V. V. Veselovsky
A. V. Lozanova
V. I. Isaeva
V. V. Chernyshev
[J]. Russian Chemical Bulletin, 2021, 70 : 874 - 879

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