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

页码：9323 / 9329

页数：7

共 47 条

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