ChemInform Abstract: An Inexpensive and Recyclable Silver-Foil Catalyst for the Cyclopropanation of Alkenes with Diazoacetates under Mechanochemical Conditions
Autor: | Mark O. Bovee, Kimberlee Keithley, Michael G. Coleman, Longrui Chen, Betsegaw E. Lemma, Sara L. Pilson, James Mack |
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Rok vydání: | 2016 |
Předmět: | |
Zdroj: | ChemInform. 47 |
ISSN: | 0931-7597 |
DOI: | 10.1002/chin.201605085 |
Popis: | The diastereoselective cyclopropanation of various alkenes with diazoacetate derivatives can be achieved under mechanochemical conditions using metallic silver foil and a stainless-steel vial and ball system. This solvent-free method displays analogous reactivity and selectivity to solution-phase reactions without the need for slow diazoacetate addition or an inert atmosphere. The heterogeneous silver-foil catalyst system is easily recyclable without any appreciable loss of activity or selectivity being observed. The cyclopropanation products were obtained with excellent diastereoselectivities (up to 98:2 d.r.) and in high yields (up to 96 %). |
Databáze: | OpenAIRE |
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