506405-93-2Relevant academic research and scientific papers
Regio- and diastereoselective synthesis of 5-trans-substituted and 5,5-disubstituted 2-pyrrolidinones derived from (S)-malic acid
Schuch, Cristina M.,Pilli, Ronaldo A.
, p. 1973 - 1980 (2007/10/03)
5-trans-Substituted 2-pyrrolidinones 6a, 6c and 6d and 5,5-disubstituted 2-pyrrolidinones 6e-k were regio- and diastereoselectively formed through the addition of organolithium species to imides 1a,b derived from malic acid, followed by addition of triethylsilane, allyltributyltin or TMSCN to the N-acyliminium ions formed in situ from the corresponding 5-hydroxy lactams. A short and diastereoselective synthesis of non-natural amino acid trans-4-hydroxy-D-proline is reported.
