Axial Chirality Control During Suzuki-Miyaura Cross-Coupling Reactions: The tert-Butylsulfinyl Group as an Efficient Chiral Auxiliary

Axial Chirality Control During Suzuki-Miyaura Cross-Coupling Reactions: The tert-Butylsulfinyl Group as an Efficient Chiral Auxiliary
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DOI:
10.1021/ol9020755
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发表时间:
2009-11-19
期刊:
影响因子:
5.2
通讯作者:
Khiar, Noureddine
Khiar, Noureddine
中科院分区:
化学1区
文献类型:
--
作者:
Colobert, Francoise;Valdivia, Victoria;Khiar, Noureddine

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An efficient route to a new family of axially chiral biaryl ligands by a Suzuki-Miyaura cross-coupling reaction between ortho,ortho'-disubstituted aryl iodides bearing in ortho position a tert-butyl or p-tolylsulfinyl group and ortho-substituted phenyl boronic acids or esters is described. The comparison between the t-BuSO and p-TolSO groups as chiral controllers is reported. The modularity of the approach Is demonstrated by the preparation of a variety of enantiopure axially chiral mixed S/N and S/P ligands.