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Synthetic study of solanoeclepin A: Cyclobutane cyclization via SmI2-additive-mediated reaction and D ring functionalization
Tetrahedron ( IF 2.1 ) Pub Date : 2017-04-05 07:48:31
Hsiang-Yu Chuang, Minoru Isobe

The construction of tricyclo[5.2.1.01,6]decene skeleton was achieved by cyclobutane ring formation via improved radical reaction using SmI2-H2O-HFIP and SmI2-LiCl conditions in good yields. Those additives were studied to increase the reactivity of SmI2. Two interesting reactions via neighboring group participations are described for introducing the C4 oxygen functionality by the assistance of C6 substituent in a regioselective manner.

中文翻译:

茄素A的合成研究:通过SmI2加成介导的反应和D环官能化进行环丁烷环化

通过使用SmI 2 -H 2 O-HFIP和SmI 2 -LiCl条件改进的自由基反应,通过环丁烷环的形成,可以良好的收率构建三环[5.2.1.0 1,6 ]癸烯骨架。研究了那些添加剂以增加SmI 2的反应性。描述了经由相邻基团参与的两个有趣的反应,其用于通过区域选择性的方式借助C6取代基来引入C4氧官能度。
更新日期:2017-04-05
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