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Enantioselective Heck‐Type Reaction Catalyzed by tropos ‐Pd(II) Complex with Chiraphos Ligand
Author(s) -
Akiyama Katsuhiro,
Wakabayashi Kazuki,
Mikami Koichi
Publication year - 2005
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.200505154
Subject(s) - enantioselective synthesis , chemistry , catalysis , ligand (biochemistry) , yield (engineering) , heck reaction , palladium , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , receptor , biochemistry , materials science , metallurgy
The Pd(II)‐catalyzed enantioselective organoboron‐mediated Heck‐type reaction is shown to proceed under molecular oxygen as an oxidant. The Pd(OAc) 2 /( S,S )‐chiraphos catalyst gives good yield and the best enantioselectivity. Among the two possible δ‐ and λ‐conformations in equilibrium, this reaction proceeds via the λ‐conformation of chiraphos with the two methyl groups in a diaxial orientation.