Application of a metathesis reaction in the synthesis of sterically congested medium-sized rings. A direct ring closing versus a double bond migration-ring closing process

Application of a metathesis reaction in the synthesis of sterically congested medium-sized rings. A direct ring closing versus a double bond migration-ring closing process
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DOI:
10.1039/c1ob05086a
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发表时间:
2011-01-01
影响因子:
3.2
通讯作者:
Wicha, Jerzy
Wicha, Jerzy
中科院分区:
化学3区
文献类型:
--
作者:
Michalak, Michal;Wicha, Jerzy

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当用Grubbs的咪唑亚基钌催化剂处理特定的空间拥挤的1,9-二烯时,观察到有效的双键迁移-闭环复分解反应,导致环庚烯衍生物。Grubbs催化剂和RuClH(CO)(PPh 3)(3)的同时使用促进了串联键迁移-复分解过程。RuClH(CO)(PPh 3)(3)单独能够触发可具有制备应用的未活化双键迁移。
An efficient double bond migration-ring closing metathesis reaction leading to cycloheptene derivatives is observed when specific sterically congested 1,9-dienes are treated with the Grubbs' imidazolidene ruthenium catalyst. The simultaneous use of the Grubbs' catalyst and RuClH(CO)(PPh3)(3) facilitates the tandem bond migration-metathesis process. RuClH(CO)(PPh3)(3) alone is capable of triggering an unactivated double bond migration that may have preparative applications.