Back to Search
Start Over
Substrate and catalyst effects in C–H insertion reactions of α-diazoacetamides
- Source :
- Tetrahedron Letters. 57:5399-5406
- Publication Year :
- 2016
- Publisher :
- Elsevier BV, 2016.
-
Abstract
- Intramolecular C–H insertion reactions of α-diazocarbonyl compounds typically proceed with preferential five-membered ring formation. However, the presence of a heteroatom such as nitrogen can activate an adjacent C–H site towards insertion resulting in regiocontrol issues. In the case of α-diazoacetamide derivatives, both β- and γ-lactam products are possible owing to this activating effect. Both β- and γ-lactam products are powerful synthetic building blocks in the area of organic synthesis, as well as a common scaffold in a range of natural and pharmaceutical products and therefore C–H insertion reactions to form such compounds are attractive processes.
- Subjects :
- Chemical substance
010405 organic chemistry
Stereochemistry
Chemistry
Organic Chemistry
Heteroatom
Substrate (chemistry)
010402 general chemistry
Ring (chemistry)
01 natural sciences
Biochemistry
Combinatorial chemistry
Catalyst effects
Gamma-lactams
0104 chemical sciences
Catalysis
chemistry.chemical_compound
Intramolecular force
Drug Discovery
β lactams
Organic synthesis
C-H insertion
Diazoacetamides
ß-lactams
Subjects
Details
- ISSN :
- 00404039
- Volume :
- 57
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi.dedup.....ea7da4decf046eaa2111ab557d99af5c