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Enantioselective Synthesis of α‐Aryl Alkylamines by Rh‐Catalyzed Addition Reactions of Arylboronic Acids to Aliphatic Imines
Author(s) -
Trincado Mónica,
Ellman Jonathan A.
Publication year - 2008
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.200801137
Subject(s) - enantioselective synthesis , chemistry , pyrrolidine , catalysis , aryl , rhodium , organic chemistry , medicinal chemistry , cyclooctene , alkyl
Aliphatic imines take center stage : The first enantioselective catalytic addition of arylboronic acids to branched and unbranched N ‐tosyl‐ and N ‐diphenylphosphinoyl aliphatic imines has been developed with selectivities of up to 98 % ee (see scheme; acac=acetylacetonate, coe=cyclooctene, ( R , R )‐deguphos=( R , R )‐1‐benzyl‐3,4‐bis(diphenylphosphino)pyrrolidine).