170454-77-0Relevant academic research and scientific papers
A new approach to the synthesis of di- and tripeptides with unnatural amino acids using organozinc chemistry
Dunn, Michael J.,Jackson, Richard F. W.
, p. 13905 - 13914 (1997)
Di- and tripeptides which incorporate an iodoalanine unit at the C-terminus can be converted into the corresponding organozinc reagents upon treatment with activated zinc. These C-terminal di- and tripeptide organozinc reagents react with electrophiles either under palladium catalysis, or by prior transmetallation to a zinc/copper reagent, to give di- and tripeptides incorporating non-proteinogenic amino acids without loss of stereochemical purity.
A new approach to the synthesis of dipeptides with unnatural amino acids using organozinc chemistry
Dunn, Michael J.,Gomez, Sylvie,Jackson, Richard F. W.
, p. 1639 - 1640 (2007/10/02)
Dipeptides which incorporate an iodoalanine unit at either the N- or C-terminus can be converted into the corresponding organozinc reagents upon treatment with activated zinc.The C-terminal dipeptide organozinc reagents undergo palladium-catalysed reaction with electrophiles to give dipeptides incorporating non-proteinogenic amino acids without loss of stereochemical purity.The N-terminal organozinc reagents are less synthetically useful.
