Yu, Jin-Sheng; Noda, Hidetoshi; Shibasaki, Masakatsu published the artcile< Exploiting β-amino acid enolates in direct catalytic diastereo- and enantioselective C-C bond-forming reactions>, SDS of cas: 112-63-0, the main research area is hybrid dipeptide synthesis spiro compound Shibasaki catalyst alkaloid; isoxazolidinone synthon beta amino acid enolate synthesis solvent effect; enantioselective diastereoselective catalytic synthesis Mannich adduct coupling amino ketoacid; amino acids; asymmetric catalysis; organocatalysis; peptides; spiro compounds.
In contrast to the widespread use of α-amino acid-equivalent enolates for the preparation of non-natural amino acids, the utilization of β-amino-acid counterparts has been limited. This deficit has resulted in a short supply of β2, 2-amino acids bearing two substituents at the α-carbon, especially for peptide synthesis. Herein, racemic 4-substituted isoxazolidin-5-ones were used as precursors of β2-amino acid enolates in the direct catalytic diastereo- and enantioselective C-C bond-forming reactions, constructing two adjacent stereocenters in a highly stereoselective fashion. The obtained adducts were smoothly coupled with α-amino acid-derived α-ketoacids to afford α/β2, 2-hybrid dipeptides suitable for 9-fluorenylmethoxycarbonyl (Fmoc)-based solid-phase peptide synthesis (Fmoc = 9-fluorenylmethoxycarbonyl). Moreover, the Mannich adducts obtained from isatin-derived imines were converted to spirocyclic β-lactams, which have recently received increased attention due to their unique biol. activities and conformational preferences.
Chemistry – A European Journal published new progress about Alkaloids Role: CAT (Catalyst Use), USES (Uses). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, SDS of cas: 112-63-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics