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Expanding the C 1 ‐Symmetric Bicyclo[2.2.1]heptadiene Ligand Family: Highly Enantioselective Synthesis of Cyclic β‐Aryl‐Substituted Carbonyl Compounds
Author(s) -
Liu ChiaChen,
Janmanchi Damodar,
Chen ChunChih,
Wu HsyuehLiang
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200143
Subject(s) - chemistry , enantioselective synthesis , conjugate , aryl , yield (engineering) , ligand (biochemistry) , bicyclic molecule , medicinal chemistry , catalysis , organic chemistry , combinatorial chemistry , stereochemistry , receptor , materials science , mathematical analysis , biochemistry , alkyl , mathematics , metallurgy
The efficient preparation of highly enantioenriched cyclic β‐aryl‐substituted carbonyl compounds has been achieved through the Rh I ‐catalyzed asymmetric 1,4‐addition of an array of arylboronic acids to cyclic α,β‐unsaturated carbonyl compounds. In the presence of 0.1 or 0.5 mol‐% of the Rh I / 1g complex, the products of conjugate addition were isolated in 89 to 98 % ee and in good to excellent yield.