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Synergistic Cu/Pd Catalysis for Enantioselective Allylation of Ketimine Esters: The Direct Synthesis of α‐Substituted α‐Amino Acids and 2 H‐ Pyrrols
Author(s) -
Wei Liang,
Xiao Lu,
Wang ChunJiang
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800986
Subject(s) - chemistry , stereocenter , enantioselective synthesis , regioselectivity , catalysis , nucleophile , yield (engineering) , stereochemistry , combinatorial chemistry , organic chemistry , materials science , metallurgy
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‐2 H‐ pyrrole derivatives bearing a quaternary stereogenic center using the same catalytic system.