1259429-96-3Relevant academic research and scientific papers
Sequential Nucleophilic Arylation/Ring-Contractive Rearrangement of N-Alkoxylactams
Kobori, Yukiko,Okamura, Kohei,Takeda, Norihiko,Ueda, Masafumi,Yasui, Motohiro
, p. 9740 - 9744 (2020/12/21)
A nucleophilic addition/ring-contractive rearrangement of α-bromo N-alkoxylactams with organometallic reagents was developed, providing an efficient access to α-acylpyrrolidines incorporating various C(sp2) units such as aryl, heteroaryl, and alkenyl groups. The sequential reaction proceeds through a five-membered chelate formation using nucleophilic addition followed by ring contraction via the formation of N,O-hemiaminal with good yields and a broad substrate scope. Moreover, a preliminary result with the use of the chiral N-alkoxylactam for the diastereoselective reaction is described.
Photochemical rearrangement of N-mesyloxylactams: Stereospecific formation of N-heterocycles
Drouin, Alexandre,Winter, Dana K.,Pichette, Simon,Aubert-Nicol, Samuel,Lessard, Jean,Spino, Claude
, p. 164 - 169 (2011/03/19)
N-Mesyloxylactams undergo an efficient ring-contraction to N-heterocycles of various ring sizes. Yields increase with the degree of substitution α to the carbonyl. The stereochemical information of a chiral migrating carbon is conserved making this reacti
