Pandey, Ganash; Das, Parthasarathi; Reddy, P. Yella published the artcile< Photoinduced electron transfer (PET) promoted oxidative activation of 1-(N-benzyl-N-methylglycyl)-(S)-prolinol: development of novel strategies towards enantioselective syntheses of α-amino acids, their N-methyl derivatives and α-hydroxy acids employing (S)-prolinol as a recyclable chiral auxiliary>, COA of Formula: C19H34O2, the main research area is amino hydroxy acid preparation enantioselective cyclization photolysis alkylation hydrolysis; prolinol chiral auxiliary preparation amino hydroxy acid.
PET activation of 1-(N-benzyl-N-methylglycyl)-(S)-prolinol (I) in dry acetonitrile, utilizing 1,4-dicyanonaphthalene (DCN) as a light-harvesting electron-acceptor and Me viologen (MV++) as an electron-transfer mediator, leads to the formation of 3-[benzyl(methyl)amino]perhydropyrrolo-[2,1-c][1,4]oxazin-4-one (II). When this photolysis is carried out in aqueous acetonitrile, exclusively 3-hydroxy-perhydropyrrolo[2,1-c][1,4]oxazin-4-one (III) is produced. The formation of II can be rationalized in terms of intramol. cyclization of the in situ generated iminium cation intermediate (IV) by the OH moiety of (S)-prolinol, while III is generated by hydrolysis of IV followed by acetalization. Nucleophilic alkylation of II and III, using Grignard reagents and allyltrimethylsilane/TiCl4, provides amides in a highly stereoselective manner. Hydrolysis of the resultant amides provides α-amino acid derivatives and α-hydroxy acids, resp., in optically active form, along with the recovered (S)-prolinol chiral auxiliary in its recyclable form.
European Journal of Organic Chemistry published new progress about Alkylation. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics