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Dynamic Kinetic Asymmetric Transformation (DYKAT) by Combined Amine‐ and Transition‐Metal‐Catalyzed Enantioselective Cycloisomerization
Author(s) -
Zhao GuiLing,
Ullah Farman,
Deiana Luca,
Lin Shuangzheng,
Zhang Qiong,
Sun Junliang,
Ibrahem Ismail,
Dziedzic Pawel,
Córdova Armando
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902818
Subject(s) - cycloisomerization , enantioselective synthesis , catalysis , amine gas treating , kinetic energy , transition metal , chemistry , transformation (genetics) , combinatorial chemistry , stereochemistry , organic chemistry , physics , biochemistry , quantum mechanics , gene
The first examples of one‐pot highly chemo‐ and enantioselective dynamic kinetic asymmetric transformations (DYKATs) involving α,β‐unsaturated aldehydes and propargylated carbon acids are presented. These DYKATs, which proceed by a combination of catalytic iminium activation, enamine activation, and Pd 0 ‐catalyzed enyne cycloisomerization, give access to functionalized cyclopentenes with up to 99 % ee and can be used for the generation of all‐carbon quaternary stereocenters.