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Optically active alkylbipyridines as chiral ligands in asymmetric catalysis. Synthesis of 2‐(2′‐pyridyl)‐5,6,7,8‐tetrahydro‐8,9,9‐trimethyl‐5,8‐methanoquinoline and rhodium‐promoted asymmetric transfer hydrogenation of acetophenone
Author(s) -
Gladiali Serafino,
Chelucci Giorgio,
Soccolini Franco,
Delogu Giovanna
Publication year - 1988
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590020304
Subject(s) - chemistry , acetophenone , rhodium , transfer hydrogenation , alkyl , catalysis , ligand (biochemistry) , enantioselective synthesis , stereoselectivity , chiral ligand , bipyridine , medicinal chemistry , organic chemistry , stereochemistry , crystal structure , ruthenium , biochemistry , receptor
The title compound, a new chiral alkyl 2,2′‐ bipyridine containing a rigid alkyl framework, can be prepared through a six‐step reaction sequence from (+)‐camphor. Coordination of the new ligand to rhodium(I) procatalysts occurs with difficulty and the resulting species display a very low stereoselectivity in the catalytic transfer hydrogenation of acetophenone.