Synthetic methods for 1,3-diamines

被引：65

作者：

Ji, Xiaolei ^{[2
]}

Huang, Hanmin ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

[2] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 45期

基金：

中国国家自然科学基金;

关键词：

DIRECT MICHAEL ADDITION; N BOND ACTIVATION; ASYMMETRIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; CHIRAL 1,3-DIAMINES; CONJUGATE ADDITION; BRONSTED ACID; IMINES; NITROALKANES; PALLADIUM;

D O I：

10.1039/c6ob01976e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Diamines not only are significant motifs in natural products, but also serve as building blocks in synthetic organic chemistry. However, unlike their 1,2-diamine counterparts, limited efforts have been devoted to the development of an effective synthetic approach to 1,3-diamines. In this review, the synthetic methods for the preparation of 1,3-diamines are summarized.

引用

页码：10557 / 10566

页数：10

共 44 条

[1] A general one-step synthesis of β-nitronitriles [J].

Anderson, James C. ;

Blake, Alexander J. ;

Mills, Matthew ;

Ratcliffe, Paul D. .

ORGANIC LETTERS, 2008, 10 (18) :4141-4143

[2] Allene Functionalization via Bicyclic Methylene Aziridines [J].

Boralsky, Luke A. ;

Marston, Dagmara ;

Grigg, R. David ;

Hershberger, John C. ;

Schomaker, Jennifer M. .

ORGANIC LETTERS, 2011, 13 (08) :1924-1927

[3] First desymmetrization of 1,3-propanediamine derivatives in organic solvent.: Development of a new route for the preparation of optically active Amines [J].

Busto, Eduardo ;

Gotor-Fernandez, Vicente ;

Montejo-Bernardo, Jose ;

Garcia-Granda, Santiago ;

Gotor, Vicente .

ORGANIC LETTERS, 2007, 9 (21) :4203-4206

[4] Borane and alane reductions of bulky N,N′-diaryl-1,3-diimines:: structural characterization of products and intermediates in the diastereoselective synthesis of 1,3-diamines [J].

Carey, DT ;

Mair, FS ;

Pritchard, RG ;

Warren, JE ;

Woods, RJ .

DALTON TRANSACTIONS, 2003, (19) :3792-3798

[5]

CONSTANTINOUKOK.V, 1994, Patent No. 199426599

[6] Nucleophilic ring-opening of azetidinium ions: Insights into regioselectivity [J].

Couty, Francois ;

David, Olivier ;

Durrat, Francois ;

Evano, Gwilherm ;

Lakhdar, Sami ;

Marrot, Jerome ;

Vargas-Sanchez, Monica .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (15) :3479-3490

[7] Chiral Bronsted Acid-Catalyzed Enantioselective Multicomponent Mannich Reaction: Synthesis of anti-1,3-Diamines Using Enecarbamates as Nucleophiles [J].

Dagousset, Guillaume ;

Drouet, Fleur ;

Masson, Geraldine ;

Zhu, Jieping .

ORGANIC LETTERS, 2009, 11 (23) :5546-5549

[8] Synthesis of 1,3-difunctionalized amine derivatives through selective C-H bond oxidation [J].

Espino, CG ;

Wehn, PM ;

Chow, J ;

Du Bois, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (28) :6935-6936

[9] AROMATIC ALIPHATIC NITRO COMPOUNDS .2. THE CONDENSATION OF NITROPHENYLNITROMETHANES WITH FORMALDEHYDE [J].

FIESER, LF ;

GATES, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (11) :2249-2252

[10] Application of the tethered Biginelli reaction for enantioselective synthesis of batzelladine alkaloids. Absolute configuration of the tricyclic guanidine portion of batzelladine B [J].

Franklin, AS ;

Ly, SK ;

Mackin, GH ;

Overman, LE ;

Shaka, AJ .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1512-1519

← 1 2 3 4 5 →