137896-97-0Relevant articles and documents
Combining chiral elements: A novel approach to asymmetric phase-transfer catalyst design
Kowtoniuk, Walter E.,MacFarland, Darren K.,Grover, Gregory N.
, p. 5703 - 5705 (2005)
A new dicationic asymmetric phase-transfer catalyst, designed by combining chiral elements, is described. Catalytic testing using standard glycine imino ester alkylations shows good yields and moderate enantioselectivities.
Counter-rotatable dual cinchona quinuclidinium salts and their phase transfer catalysis in enantioselective alkylation of glycine imines
Nahm, Keepyung,Oh, Jiin,Park, Jihyeon
supporting information, p. 6816 - 6819 (2021/07/13)
Dual cinchona quinuclidinium salts with a diphenyl ether linker were synthesized and used as powerful asymmetric phase transfer catalysts in the α-alkylation of imines of glycine and alanine ester with 0.01-0.1 mol% loading (17 examples, 92-99% ee). Skewed conformers of dual quinuclidiniums at TS were proposed to rationalize their high efficiencyviaDFT calculations.
Improved access to chiral tetranaphthoazepinium-based organocatalysts using aqueous ammonia as nitrogen source
Manaprasertsak, Auraya,Tharamak, Sorachat,Schedl, Christina,Roller, Alexander,Widhalm, Michael
supporting information, (2019/11/05)
The class of 3,30-diaryl substituted tetranaphthobisazepinium bromides has found wide application as highly efficient C2-symmetrical phase-transfer catalysts (PTCs, Maruoka type catalysts). Unfortunately, the synthesis requires a lar
Synergistic Cu/Pd Catalysis for Enantioselective Allylation of Ketimine Esters: The Direct Synthesis of α-Substituted α-Amino Acids and 2H-Pyrrols
Wei, Liang,Xiao, Lu,Wang, Chun-Jiang
supporting information, p. 4715 - 4719 (2018/11/10)
An efficient synergistic Cu/Pd catalyzed enantioselective α-allylation of acyclic ketimine esters has been reported, which provides an entry to nonproteinogenic α-allyl α-amino acids in high yield, exclusive regioselectivity, and excellent enantioselectivity. Moreover, the more challenging cyclic ketimine ester could also be employed as a nucleophile for the construction of 3,4-dihydro-2H-pyrrole derivatives bearing a quaternary stereogenic center using the same catalytic system. (Figure presented.).