Ring-opening reactions. Part 4. The role of strain and stereochemical effects on the elimination and substitution reactions of small rings; the reactivity of 1,1-dimethylaziridinium systems

Author(s):  
Maria Luisa Di Vona ◽  
Gabriello Illuminati ◽  
Claudio Lillocci
2021 ◽  
Vol 17 ◽  
pp. 245-272
Author(s):  
Kymbat S Adekenova ◽  
Peter B Wyatt ◽  
Sergazy M Adekenov

Recently, the functionalization of organic molecules with fluorine substituents has grown rapidly due to its applications in such fields as medicine, agriculture or materials sciences. The aim of this article is to review the importance of 1,1-difluorocyclopropane derivatives in synthesis. It will examine the role of the fluorine substituents in both ring-forming and ring-opening reactions, as well as methods for obtaining difluorocyclopropanes as single enantiomers. Several examples are provided to highlight the biological importance of this class of compounds.


Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 2799-2823 ◽  
Author(s):  
Jianhui Huang ◽  
Caifeng Li ◽  
Liu Liu ◽  
Xuegang Fu

The norbornene skeleton possesses an alkene functionality with a fixed conformation, and represents unique reactivity. The use of norbornene and analogues as substrates is overviewed; reactivities are discussed as well as the role of norbornenes as ligands assisting modern organic transformations.1 Introduction2 Synthesis of Substituted Norbornenes2.1 Preparation of Functionalized Norbornenes by Deprotonation and Substitution Reactions2.2 Preparation of Functionalized Norbornenes under Palladium-Catalyzed­ Reaction Conditions2.3 Alkylation of Norbornene2.4 Multistep Synthesis3 Synthesis of Substituted Norbornanes3.1 Three-Membered-Ring Formation3.2 Formation of Four-Membered Rings3.3 Five- and Six-Membered Ring Formation3.4 Syntheses of Difunctionalized Norbornanes4 Synthesis of Cyclopentanes4.1 Oxidation Reactions4.2 Ring-Opening Cross Metathesis (ROCM)4.3 Ring-Opening Metathesis Polymerization (ROMP)4.4 Palladium-Catalyzed Ring-Opening of Norbornene5 Norbornene-Mediated Reactions5.1 Palladium Insertion into Carbon–Halide Bonds5.2 Palladium Insertion into N–H and C–H Bonds5.3 Norbornene as Ligand in Mediated Reactions6 Conclusion


2004 ◽  
Vol 45 (42) ◽  
pp. 7959-7961 ◽  
Author(s):  
Douglas A. Klumpp ◽  
Rendy Rendy ◽  
Aaron McElrea

Tetrahedron ◽  
2012 ◽  
Vol 68 (36) ◽  
pp. 7441-7449 ◽  
Author(s):  
Sergio Auricchio ◽  
Ada M. Truscello ◽  
Mirvana Lauria ◽  
Stefano V. Meille

Tetrahedron ◽  
1995 ◽  
Vol 51 (18) ◽  
pp. 5331-5340 ◽  
Author(s):  
Akiharu Satake ◽  
Hideo Ishii ◽  
Isao Shimizu ◽  
Yoichi Inoue ◽  
Hajime Hasegawa ◽  
...  

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