Back to Search
Start Over
Selective Rhodium-Catalyzed Reduction of Tertiary Amides in Amino Acid Esters and Peptides.
- Source :
-
Angewandte Chemie . Oct2015, Vol. 127 Issue 42, p12566-12570. 5p. - Publication Year :
- 2015
-
Abstract
- Efficient reduction of the tertiary amide bond in amino acid derivatives and peptides is described. Functional group selectivity has been achieved by applying a commercially available rhodium precursor and bis(diphenylphosphino)propane (dppp) ligand together with phenyl silane as a reductant. This methodology allows for specific reductive derivatization of biologically interesting peptides and offers straightforward access to a variety of novel peptide derivatives for chemical biology studies and potential pharmaceutical applications. The catalytic system tolerates a variety of functional groups including secondary amides, ester, nitrile, thiomethyl, and hydroxy groups. This convenient hydrosilylation reaction proceeds at ambient conditions and is operationally safe because no air-sensitive reagents or highly reactive metal hydrides are needed. [ABSTRACT FROM AUTHOR]
- Subjects :
- *RHODIUM
*AMIDES
*AMINO acids
*PEPTIDES
*CHEMICAL biology
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 127
- Issue :
- 42
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 110138643
- Full Text :
- https://doi.org/10.1002/ange.201503584