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Rhodium‐Catalyzed Enantioselective Conjugate Addition of Sodium Tetraarylborates to 2,3‐Dihydro‐4‐pyridones and 4‐Quinolones by Using ( R , R )‐1,2‐Bis( tert ‐butylsulfinyl)benzene as a Ligand
Author(s) -
Zhang Xiangyang,
Chen Jun,
Han Fuzhong,
Cun Linfeng,
Liao Jian
Publication year - 2011
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.201001613
Subject(s) - chemistry , enantioselective synthesis , conjugate , rhodium , reagent , catalysis , adduct , benzene , ligand (biochemistry) , medicinal chemistry , combinatorial chemistry , sodium , stereochemistry , organic chemistry , mathematics , mathematical analysis , biochemistry , receptor
( R , R )‐1,2‐Bis( tert ‐butylsulfinyl)benzene as an efficient and simple ligand can be applied in the rhodium‐catalyzed asymmetric 1,4‐addition of sodium tetraarylborate reagents to N ‐substituted 2,3‐dihydro‐4‐pyridones and 4‐quinolones. The reactions proceeded smoothly to provide the corresponding adducts in good yields (up to 92 %) and excellent enantioselectivities (up to 99 % ee ) under mild conditions.