1234563-89-3Relevant academic research and scientific papers
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.).
Carbenium ion trapping using sulfonamides: an acid-catalysed synthesis of pyrrolidines by intramolecular hydroamination
Griffiths-Jones (née Haskins), Charlotte M.,Knight, David W.
experimental part, p. 4150 - 4166 (2010/07/05)
Cyclisations of homoallylic sulfonamides proceed smoothly via carbenium ion generation using trifluoromethanesulfonic (triflic) acid, the ease of cyclisation being directly related to the ion stability to give good to excellent yields of the corresponding pyrrolidines. Both toluene- and nitrophenyl-sulfonyl groups are suitable for all substrates tested whereas the corresponding carbamates are only useful in cases of tertiary and highly stabilised carbenium ions. Polyene-derived sulfonamides can also be cyclised to the corresponding polycyclic systems in remarkably high yields, in reactions reminiscent of related cascades encountered in terpene biosynthesis.
