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Palladium‐Catalyzed Intermolecular Asymmetric Hydroamination with 4,4′‐Disubstituted BINAP and SEGPHOS
Author(s) -
Hu Aiguo,
Ogasawara Masamichi,
Sakamoto Takeshi,
Okada Atsushi,
Nakajima Kiyohiko,
Takahashi Tamotsu,
Lin Wenbin
Publication year - 2006
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.200606208
Subject(s) - chemistry , hydroamination , binap , intermolecular force , aniline , moiety , enantioselective synthesis , palladium , dihedral angle , catalysis , medicinal chemistry , organic chemistry , polymer chemistry , molecule , hydrogen bond
A family of tunable precatalysts [Pd(( S )‐L*)(NCMe) 2 ](OTf) 2 , where L* is 4,4′‐disubstituted BINAP or SEGPHOS, was synthesized and used for the asymmetric intermolecular hydroamination of aniline to vinylarenes with ee values of up to 85 %, and it is believed that the bulky groups on the 4,4′‐positions and the narrower dihedral angle of the biaryl moiety are responsible for the ee enhancement in these reactions.