TY - JOUR
T1 - Atropselective alkylation of biaryl compounds by means of transition metal-catalyzed C-H/olefin coupling
AU - Kakiuchi, Fumitoshi
AU - Le Gendre, Pierre
AU - Yamada, Airi
AU - Ohtaki, Hisashi
AU - Murai, Shinji
N1 - Funding Information:
This work was supported, in part, by a postdoctoral fellowship from the Japan Society for the Promotion of Science (JSPS) to P.L. and grants from the NOVARTIS Foundation (Japan) for the Promotion of Science and from the Sumitomo Foundation to F.K.
PY - 2000/7/14
Y1 - 2000/7/14
N2 - The reaction of 2-(1-naphthyl)-3-methylpyridine with olefins in the presence of [RhCl(coe)2]2 and PCy3 as the catalyst resulted in the alkylation of the naphthyl ring at the 2-position in good yield. The replacement of PCy3 with the chiral ferrocenyl phosphine, (R),(S)-PPFOMe, as the ligand resulted in atropselective alkylation of the naphthylpyridine derivatives. Ethylene reacted with the biaryl compounds to give the corresponding addition products in moderate yields with fair to good ee's (up to 49% ee). Copyright (C) 2000 Elsevier Science Ltd.
AB - The reaction of 2-(1-naphthyl)-3-methylpyridine with olefins in the presence of [RhCl(coe)2]2 and PCy3 as the catalyst resulted in the alkylation of the naphthyl ring at the 2-position in good yield. The replacement of PCy3 with the chiral ferrocenyl phosphine, (R),(S)-PPFOMe, as the ligand resulted in atropselective alkylation of the naphthylpyridine derivatives. Ethylene reacted with the biaryl compounds to give the corresponding addition products in moderate yields with fair to good ee's (up to 49% ee). Copyright (C) 2000 Elsevier Science Ltd.
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U2 - 10.1016/S0957-4166(00)00244-5
DO - 10.1016/S0957-4166(00)00244-5
M3 - Article
AN - SCOPUS:0034647971
SN - 0957-4166
VL - 11
SP - 2647
EP - 2651
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 13
ER -