641634-56-2Relevant academic research and scientific papers
Synthesis of a conformationally restricted analog of pregabalin by stereoselective alkylation of a chiral pyrrolidin-2-one
Galeazzi, Roberta,Martelli, Gianluca,Mobbili, Giovanna,Orena, Mario,Rinaldi, Samuele
, p. 3353 - 3358 (2003)
The 4-benzyloxymethyl pyrrolidin-2-one, 5, was alkylated leading to 3,4-trans-disubstituted pyrrolidin-2-one 6 in good yield and total diastereoselection, as shown by 1H NMR data and NOE experiments. After reduction of the carbonyl group to giv
Highly stable atropisomers by electrophilic amination of a chiral γ-lactam within the synthesis of an elusive conformationally restricted analogue of α-methylhomoserine
Amabili, Paolo,Amici, Adolfo,Civitavecchia, Annafelicia,Maggiore, Beatrice,Orena, Mario,Rinaldi, Samuele,Tolomelli, Alessandra
, p. 461 - 478 (2016/02/27)
Starting from chiral-protected 4-hydroxymethyl pyrrolidin-2-ones, the otherwise elusive 3,4-trans-3,3,4-trisubstituted isosteres of α-methyl homoserine, tethered on a γ-lactam ring, were prepared exploiting stereoselective electrophilic aminations. These
