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The Use of Porous Palladium(II)‐polyimine in Cooperatively‐ catalyzed Highly Enantioselective Cascade Transformations
Author(s) -
Xu Chao,
Deiana Luca,
Afewerki Samson,
IncertiPradillos Celia,
Córdova Oscar,
Guo Peng,
Córdova Armando,
Hedin Niklas
Publication year - 2015
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.201500100
Subject(s) - enantioselective synthesis , chemistry , stereocenter , catalysis , palladium , nucleophile , cascade , synergistic catalysis , combinatorial chemistry , cascade reaction , organic chemistry , amine gas treating , kinetic resolution , chromatography
Porous organic polymers have prospects as functional substrates for catalysis, with quite different molecular properties from inorganic substrates. Here we disclose for the first time that porous palladium(II)‐polyimines are excellent catalysts for cooperatively catalyzed and enantioselective cascade reactions. In synergy with a chiral amine co‐catalyst, polysubstituted cyclopentenes and spirocyclic oxindoles, including the all‐carbon quaternary stereocenter, were synthesized in high yields. High diastereo‐ and enantioselectivities were achieved for these dynamic kinetic asymmetric transformations (DYKAT) of enals with propargylic nucleophiles.