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Stereoselective Palladium Catalyzed Allylic Phosphination
Author(s) -
Duraud Amélie,
Jacquet Olivier,
Fiaud JeanClaude,
Guillot Régis,
Toffano Martial
Publication year - 2011
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000458
Subject(s) - enantiopure drug , palladium , allylic rearrangement , nucleophile , chemistry , stereoselectivity , borane , phosphine , catalysis , medicinal chemistry , ligand (biochemistry) , stereocenter , stereochemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , biochemistry , receptor
Chiral enantiopure 2‐5‐diphenylphospholane borane 8 is an interesting nucleophile for allylic phosphination in the presence of palladium complexes to form CP bonds. A highly diastereoselective allylic phosphination reaction was realized using chiral palladium‐DACH‐naphthyl (DACH=1,2‐diaminocyclohexane) ligand as the catalyst system. The secondary phosphine‐borane complex could be classified as a Nu L type nucleophile.