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Deoxycholic Acid‐Derived Biaryl Phosphites as Versatile and Enantioselective Ligands in the Rhodium‐Catalyzed Conjugate Addition of Arylboronic Acids to Nitroalkenes
Author(s) -
Jumde Varsha R.,
Iuliano Anna
Publication year - 2013
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.201300619
Subject(s) - chemistry , enantioselective synthesis , rhodium , conjugate , biphenyl , deoxycholic acid , catalysis , conjugated system , organic chemistry , combinatorial chemistry , bile acid , polymer , mathematical analysis , biochemistry , mathematics
A highly enantioselective conjugate addition of arylboronic acids to cyclic as well as acyclic aromatic and aliphatic nitroalkenes is presented. The rhodium complexes obtained from deoxycholic acid‐derived binaphthyl and flexible biphenyl phosphites showed good activity as well as very high enantioselectivity ( ee up to 99%) in the conjugated addition even in the presence of challenging substrates such as 1‐nitrocyclohexene or aliphatic acyclic nitroalkenes.