Formation of Seven-Membered Carbocycles via 7-endo Mode Cyclization of Lithioheptatrienes
Formation of Seven-Membered Carbocycles via 7-endo Mode Cyclization of Lithioheptatrienes
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通过锂硫庚三烯的 7-endo 模式环化形成七元碳环
DOI：
10.1021/acs.orglett.6b02956
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发表时间：
2016
期刊：
影响因子：
5.2
通讯作者：
Tamoysu Takahashi
中科院分区：
文献类型：
--
作者：
Ken-ichiro Kanno;Eri Igarashi;Yuki Mizukami;Kiyohiko Nakajima;Zhiyi Song;Tamoysu Takahashi
通过茂锆催化的三组分偶联反应实现了三烯类化合物的高选择性合成，并对三烯类化合物进行了7-内切环化反应。由两种不同的炔制得的不对称锆环戊二烯与N-溴代丁二酰亚胺(NBS)反应，然后在CuCl2存在下与烯丙基卤化物反应，以较高的产率得到相应的七三烯。当三烯与有机锂试剂反应时，7-内切环化反应顺利进行，得到相应的环庚二烯。
The highly selective synthesis of triene derivatives was achieved by a zirconocene-mediated three-component coupling reaction, and the trienes were efficiently subjected to 7-endomode cyclization. The reaction of unsymmetrical zirconacyclopentadienes prepared from two different alkynes withN-bromosuccinimide (NBS) followed by treatment with allyl halides in the presence of CuCl afforded the corresponding heptatrienes in good yields. When the trienes reacted with an organolithium reagent, 7-endomode cyclization occurred smoothly to give the corresponding cycloheptadiene.