Catalytic asymmetric synthesis of 1,2-diamines

被引:0
|
作者
Foubelo, Francisco [1 ,2 ,3 ]
Najera, Carmen [3 ]
Retamosa, Ma Gracia [1 ,2 ,3 ]
Sansano, Jose M. [1 ,2 ,3 ]
Yus, Miguel [3 ]
机构
[1] Univ Alicante, Dept Quim Organ, Apdo 99, E-03080 Alicante, Spain
[2] Univ Alicante, Inst Sintesis Organ ISO, Apdo 99, E-03080 Alicante, Spain
[3] Univ Alicante, Ctr Innovac Quim Avanzada ORFEO CINQA, Apdo 99, E-03080 Alicante, Spain
关键词
AZA-HENRY REACTION; MANNICH-TYPE REACTION; PHASE-TRANSFER CATALYSTS; GLYCINE SCHIFF-BASES; RING-OPENING REACTIONS; CHIRAL PROTON CATALYSIS; N-BOC KETIMINES; ALPHA; BETA-DIAMINO ACID-DERIVATIVES; ISATIN-DERIVED KETIMINES; ENANTIOSELECTIVE SYNTHESIS;
D O I
10.1039/d3cs00379e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The asymmetric catalytic synthesis of 1,2-diamines has received considerable interest, especially in the last ten years, due to their presence in biologically active compounds and their applications for the development of synthetic building blocks, chiral ligands and organocatalysts. Synthetic strategies based on C-N bond-forming reactions involve mainly (a) ring opening of aziridines and azabenzonorbornadienes, (b) hydroamination of allylic amines, (c) hydroamination of enamines and (d) diamination of olefins. In the case of C-C bond-forming reactions are included (a) the aza-Mannich reaction of imino esters, imino nitriles, azlactones, isocyano acetates, and isothiocyanates with imines, (b) the aza-Henry reaction of nitroalkanes with imines, (c) imine-imine coupling reactions, and (d) reductive coupling of enamines with imines, and (e) [3+2] cycloaddition with imines. C-H bond forming reactions include hydrogenation of C 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 N bonds and C-H amination reactions. Other catalytic methods include desymmetrization reactions of meso-diamines. The asymmetric catalytic synthesis of 1,2-diamines has received considerable interest, due to their presence in biologically active compounds and their applications for the development of synthetic building blocks, chiral ligands and organocatalysts.
引用
收藏
页码:7983 / 8085
页数:103
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