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Application of Rhodium Complexes of Chiral Diphenylphosphino‐Functionalized N‐Heterocyclic Carbenes as Catalysts in Enantioselective Conjugate Additions of Arylboronic Acids
Author(s) -
Becht JeanMichel,
Bappert Erhard,
Helmchen Günter
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.200404327
Subject(s) - enantioselective synthesis , chemistry , conjugate , rhodium , catalysis , yield (engineering) , organic chemistry , medicinal chemistry , combinatorial chemistry , mathematical analysis , mathematics , materials science , metallurgy
The Rh complex 1a of ( S , S )‐1‐(2‐diphenylphosphanylnaphthalen‐1‐yl)‐3‐(2‐isopropylphenyl)‐4,5‐diphenylimidazolidin‐2‐ylidene was found to promote enantioselective conjugate additions of arylboronic acids to enones and α,β‐unsaturated esters with up to 98% yield and>99% ee. Products of the latter reaction can be transformed into GABA antagonists.