Asymmetric alkyl-alkyl cross-couplings of unactivated secondary alkyl electrophiles: stereoconvergent Suzuki reactions of racemic acylated halohydrins.

Asymmetric alkyl-alkyl cross-couplings of unactivated secondary alkyl electrophiles: stereoconvergent Suzuki reactions of racemic acylated halohydrins.
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DOI:
10.1021/ja105924f
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发表时间:
2010-09-01
影响因子:
15
通讯作者:
Fu GC
Fu GC
中科院分区:
化学1区
文献类型:
--
作者:
Owston NA;Fu GC

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发展了一种未活化的二次烷基亲电试剂的不对称烷基-烷基Suzuki反应的方法,特别是外消旋酰化卤代醇与烷基硼烷试剂的交叉偶联。一系列受保护的溴代醇,以及受保护的氯丙醇和同系物,通过从市场上可获得的组分衍生的催化剂很好地偶联。
A method for asymmetric alkyl–alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with alkylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.
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