Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis

被引：135
|
作者：
Grandbois, Alain [1 ]
Collins, Shawn K. [1 ]
机构：
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2008年 / 14卷 / 30期
基金：
加拿大自然科学与工程研究理事会;
关键词：
asymmetric synthesis; catalysis; helicenes; kinetic resolution; olefin metathesis;
D O I：
10.1002/chem.200801033
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The asymmetric synthesis of [7]helicene was accomplished in good ee (80 %) by kinetic resolution by means of asymmetric olefin metathesis. Three key factors contributed to the success of the kinetic resolution: the use of new Ru-based olefin metathesis catalysts bearing Cl-symmetric N-heterocyclic carbene ligands, simple olefins as additives to control the nature of the propagating alkylidene and hexafluorobenzene as a solvent.
引用
收藏
页码：9323 / 9329
页数：7
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