127643-68-9Relevant academic research and scientific papers
Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts
Sabatini, Marco T.,Karaluka, Valerija,Lanigan, Rachel M.,Boulton, Lee T.,Badland, Matthew,Sheppard, Tom D.
supporting information, p. 7033 - 7043 (2018/05/04)
Amidation of unprotected amino acids has been investigated using a variety of ‘classical“ coupling reagents, stoichiometric or catalytic group(IV) metal salts, and boron Lewis acids. The scope of the reaction was explored through the attempted synthesis of amides derived from twenty natural, and several unnatural, amino acids, as well as a wide selection of primary and secondary amines. The study also examines the synthesis of medicinally relevant compounds, and the scalability of this direct amidation approach. Finally, we provide insight into the chemoselectivity observed in these reactions.
STEREOSELECTIVE SYNTHESIS OF cis- AND trans-3-DIBENZYLAMINO-β-LACTAMS
Guanti, Giuseppe,Banfi, Luca,Narisano, Enrica
, p. 527 - 532 (2007/10/02)
Depending on reaction conditions, both cis- and trans-3-dibenzylamino-β-lactams have been synthesised stereoselectively through condensation of imines with the lithium enolate of ethyl dibenzylaminoacetate, 1.
