221617-22-7Relevant academic research and scientific papers
Synthesis of Enantioenriched gem-Disubstituted 4-Imidazolidinones by Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation
Sercel, Zachary P.,Stoltz, Brian M.,Sun, Alexander W.
supporting information, p. 6348 - 6351 (2021/08/23)
A variety of enantioenriched gem-disubstituted 4-imidazolidinones were prepared in up to >99% yield and 95% ee by the Pd-catalyzed decarboxylative asymmetric allylic alkylation of imidazolidinone-derived β-amidoesters. In the process of preparing these substrates, a rapid synthetic route to 4-imidazolidinone derivatives was developed, beginning from 2-thiohydantoin. The orthogonality of the benzoyl imide and tert-butyl carbamate groups used to protect these nitrogen-rich products was demonstrated, enabling potential applications in drug design.
Efficient synthesis of optically active α-quaternary amino acids by highly diastereoselective [2,3]-rearrangement of allylic ammonium ylides
Zhu, Ting-Shun,Xu, Ming-Hua
supporting information; experimental part, p. 7274 - 7276 (2012/08/28)
A pincer-like chiral auxiliary strategy for synthesizing various optically active α,α-disubstituted amino acids in high yields with excellent enantioselectivities is described.
Catalytic α-allylation of unprotected amino acid esters
Fang, Ping,Raj Chaulagain, Mani,Aron, Zachary D.
supporting information; experimental part, p. 2130 - 2133 (2012/07/03)
Catalytic α-allylation of unprotected amino acid esters to produce α-quaternary α-allyl amino acid esters is reported. Catalytic loadings of picolinaldehyde and Ni(II) salts induce preferential reactivity at the enolizable α-carbon of amino acid esters ov
