Atropselective alkylation of biaryl compounds by means of transition metal-catalyzed C-H/olefin coupling

Atropselective alkylation of biaryl compounds by means of transition metal-catalyzed C-H/olefin coupling
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DOI:
10.1016/s0957-4166(00)00244-5
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发表时间:
2000-07-14
影响因子:
--
通讯作者:
Murai, S
Murai, S
中科院分区:
其他
文献类型:
--
作者:
Kakiuchi, F;Le Gendre, P;Murai, S

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在[RhCl(coe)(2)](2)和PCy3催化剂存在下,2-(1-萘基)-3-甲基吡啶与烯烃反应,导致萘环2位烷基化,收率良好。用手性二茂铁基膦 (R),(S)-PPFOMe 作为配体取代 PCy3,导致萘基吡啶衍生物发生阻转选择性烷基化。乙烯与联芳基化合物反应得到相应的加成产物,产率适中,ee 值中等至良好(高达 49% ee)。 (C) 2000 Elsevier Science Ltd. 保留所有权利。
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). (C) 2000 Elsevier Science Ltd. All rights reserved.