Cu(I) catalysed cyclopropanation with enantiopure scorpionate type ligands derived from (+)-camphor or (-)-menthone |
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| Authors: | Godau Tom Bleifuss Sascha M Müller Astrid L Roth Thomas Hoffmann Susanne Heinemann Frank W Burzlaff Nicolai |
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| Institution: | Inorganic Chemistry, Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), University of Erlangen-Nürnberg, Egerlandstr. 1, 91058 Erlangen, Germany. |
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| Abstract: | One-pot syntheses of three new enantiopure heteroscorpionate ligands derived from (+)-camphor or (-)-menthone are described. The ligands are obtained by reacting pyrazoles derived from (+)-camphor or (-)-menthone with sodium hydride and thionyl chloride. Subsequent reactions with pyridine and various aldehydes afford the tripod ligands in multi-gram amounts. Especially the menthopyrazole based ligand 6 showed encouraging ee values up to 69% in the Cu(I) catalysed enantioselective cyclopropanation of styrene with ethyl diazoacetate. |
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