Synthesis of 1,2,3-trisubstituted cyclopropanes by MIRC reactions of dithianyllithiums with monocarboxylic vinyl epoxide analogues |
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| Authors: | Shouchu Tang Xinfu Pan |
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| Institution: | State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 730000 Lanzhou, PR China State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China |
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| Abstract: | A variety of cyclopropane derivatives bearing stereochemistry at all three positions on the ring were readily obtained in a high yield of 76-92% and high stereoselectivity (trans:cis > 95:5) when the monocarboxylic vinyl epoxide analogues reacted with dithianyllithiums in the presence of HMPA. This reaction was supposed to be a tandem conjugation addition-opening epoxide ring sequence. |
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| Keywords: | 1 2 3-Trisubstituted cyclopropanes MIRC reactions Vinyl epoxide |
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