Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides

Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides
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DOI:
10.1021/ja053751f
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发表时间:
2005-08-03
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:
Arp, FO;Fu, GC

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本报告描述了第一个对映选择性的交叉偶联外消旋仲苄基卤化物,具体地说,镍催化根岸反应的溴化物和氯化物。催化剂组分是可商购的并且空气稳定的,并且反应不是高度氧敏感或湿气敏感的(其可以在空气中建立)。该方法已应用于催化对映选择性合成其他人在产生生物活性化合物(例如,trikentrin A和雄激素受体激动剂)。
This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist).