Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis
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 C1‐symmetric N‐heterocyclic c...
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Veröffentlicht in: | Chemistry : a European journal 2008-10, Vol.14 (30), p.9323-9329 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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 C1‐symmetric N‐heterocyclic carbene ligands, simple olefins as additives to control the nature of the propagating alkylidene and hexafluorobenzene as a solvent.
Helical chirality: The asymmetric synthesis of [7]helicene was accomplished by using new Ru‐based olefin metathesis catalysts bearing C1‐symmetric N‐heterocyclic carbene ligands, simple olefins as additives to control the nature of the propagating alkylidene and hexafluorobenzene as a solvent (see scheme). |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.200801033 |