848829-60-7Relevant academic research and scientific papers
Phase-transfer-catalyzed asymmetric SNAr reaction of ?±-amino acid derivatives with arene chromium complexes
Shirakawa, Seiji,Yamamoto, Kenichiro,Maruoka, Keiji
, p. 838 - 840 (2015)
Although phase-transfer-catalyzed asymmetric SNAr reactions provide unique contribution to the catalytic asymmetric ?±-arylations of carbonyl compounds to produce biologically active ?±-aryl carbonyl compounds, the electrophiles were limited to arenes bearing strong electron-withdrawing groups, such as a nitro group. To overcome this limitation, we examined the asymmetric SNAr reactions of aamino acid derivatives with arene chromium complexes derived from fluoroarenes, including those containing electron-donating substituents. The arylation was efficiently promoted by binaphthyl-modified chiral phase-transfer catalysts to give the corresponding ?±,?±-disubstituted ?±-amino acids containing various aromatic substituents with high enantioselectivities.
Advantage of anaerobic conditions in the highly enantioselective synthesis of α,α-dialkyl-α-amino acids by chiral phase-transfer catalysis
Ooi,Takeuchi,Ohara,Maruoka
, p. 1185 - 1187 (2007/10/03)
Intervention of the enolate oxidation in the catalytic asymmetric phase-transfer alkylation of protected α-amino acid derivatives under aerobic conditions has been addressed, and anaerobic conditions have been introduced to obtain synthetically satisfactory chemical yields as well as a high level of enantioselectivity.
