Kumada-Corriu coupling of Grignard reagents, probed with a chiral Grignard reagent

Kumada-Corriu coupling of Grignard reagents, probed with a chiral Grignard reagent
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DOI:
10.1039/b300033h
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发表时间:
2003-01-01
影响因子:
4.9
通讯作者:
Hoffmann, RW
Hoffmann, RW
中科院分区:
化学2区
文献类型:
--
作者:
Hölzer, B;Hoffmann, RW

文献摘要

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在Pd(0)或Ni(0)催化下,以含镁碳原子为唯一立体中心的格氏试剂2与溴乙烯偶联,得到构型完全保留的化合物3。使用Fe(acac)(3)或Co(acac)(2)作为催化剂的偶联伴随着相当大的外消旋化。这些研究结果进行了讨论相对于协调极性和逐步SET transmetabolism途径之间的二分法。
The Grignard reagent 2, in which the magnesium-bearing carbon atom is the sole stereogenic centre has been coupled with vinyl bromide under Pd(0) or Ni(0)-catalysis to give compound 3 with full retention of configuration. Coupling using Fe(acac)(3) or Co(acac)(2) as catalyst was accompanied by considerable racemisation. These findings are discussed with respect to a dichotomy between concerted polar and stepwise SET transmetallation pathways.