Transannular macrocyclization via intramolecular B-alkyl Suzuki reaction
Transannular macrocyclization via intramolecular B-alkyl Suzuki reaction
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DOI：
10.1021/ol0062547
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发表时间：
2000-08-24
期刊：
影响因子：
5.2
通讯作者：
Danishefsky, SJ
中科院分区：
文献类型：
--
作者：
Chemler, SR;Danishefsky, SJ
描述了通过分子内B-烷基Suzuki反应的跨环大环化。用9-BBN进行区域选择性末端烯烃硼氢化，然后在碱如TIOEt存在下以高稀释度进行Pd（0）催化的Suzuki反应，用异构纯的E或Z乙烯基碘底物产生对烯烃几何形状具有高度控制的大环。这些反应是闭环复分解（RCM）大环化的补充，并且在需要控制烯烃几何形状的情况下可以证明是上级的。
[GRAPHICS]Transannular macrocyclizations via intramolecular B-alkyl Suzuki reactions are described. Regioselective terminal olefin hydroboration with 9-BBN followed by Pd(0)-catalyzed Suzuki reaction in the presence of a base such as TIOEt at high dilution generates macrocycles with a high degree of control over olefin geometry with isomerically pure E or Z vinyl iodide substrates. These reactions are complementary to ring closing metathesis (RCM) macrocyclizations and may prove superior in cases where control of olefin geometry is required.