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A Highly Diastereo‐ and Enantioselective Reaction for Constructing Functionalized Cyclohexanes: Six Contiguous Stereocenters in One Step
Author(s) -
Shi Dengjian,
Xie Yinjun,
Zhou Han,
Xia Chungu,
Huang Hanmin
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201107495
Subject(s) - stereocenter , enantioselective synthesis , cyclohexanes , stereoselectivity , tandem , yield (engineering) , cascade reaction , chemistry , stereochemistry , nitroaldol reaction , diamine , combinatorial chemistry , catalysis , organic chemistry , materials science , metallurgy , composite material
Just mix to get six : Six contiguous stereocenters, including one quaternary stereocenter, and three CC bonds are created by a new copper‐catalyzed tandem reaction (see scheme). Rigid chiral diamine ligands enabled this asymmetric tandem reaction to proceed with excellent stereoselectivity (complete diastereoselectivity and high enantioselectivity) and high yield under mild reaction conditions.