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Combined Heterogeneous Metal/Chiral Amine: Multiple Relay Catalysis for Versatile Eco‐Friendly Synthesis
Author(s) -
Deiana Luca,
Jiang Yan,
PaloNieto Carlos,
Afewerki Samson,
IncertiPradillos Celia A.,
Verho Oscar,
Tai CheukWai,
Johnston Eric V.,
Córdova Armando
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201310216
Subject(s) - stereocenter , amine gas treating , enantioselective synthesis , catalysis , combinatorial chemistry , chemistry , heterogeneous catalysis , environmentally friendly , molecule , metal , organic chemistry , ecology , biology
Herein is described a versatile and broad synergistic strategy for expansion of chemical space and the synthesis of valuable molecules (e.g. carbocycles and heterocycles), with up to three quaternary stereocenters, in a highly enantioselective fashion from simple alcohols (31 examples, 95:5 to >99.5:0.5 e.r.) using integrated heterogeneous metal/chiral amine multiple relay catalysis and air/O 2 as the terminal oxidant. A novel highly 1,4‐selective heterogeneous metal/amine co‐catalyzed hydrogenation of enals was also added to the relay catalysis sequences.