Synthesis of 2-arylpiperidines by palladium couplings of aryl bromides with organozinc species derived from deprotonation of N-Boc-piperidine
Synthesis of 2-arylpiperidines by palladium couplings of aryl bromides with organozinc species derived from deprotonation of N-Boc-piperidine
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DOI：
10.1021/ol801579r
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发表时间：
2008-09-04
期刊：
影响因子：
5.2
通讯作者：
Leonori, Daniele
中科院分区：
文献类型：
--
作者：
Coldham, Iain;Leonori, Daniele
衍生自N-Boc-哌啶与s-BuLi和TMEDA的质子提取的有机锂物质可以金属转移到有机锌试剂，并且这种有机金属物质可以在Negishi型反应中使用钯催化与配体三叔丁基膦（t-Bu 3 P-HBF 4）直接与芳基溴偶联。化学被应用于生物碱假木贼碱的一个非常短的合成。
The organolithium species derived from proton abstraction of N-Boc-piperidine with s-BuLi and TMEDA can be transmetalated to the organozinc reagent, and this organometallic species can be coupled directly with aryl bromides in a Negishi-type reaction using palladium catalysis with the ligand tri-tert-butylphosphine (t-Bu3P-HBF4). The chemistry was applied to a very short synthesis of the alkaloid anabasine.