Abstract : Although thioamides generally undergo a reductive alkylation process when they are treated with a Grignard reagent in the presence of Ti(OiPr)4, substrates fitted with a but-3-enyl substitution at the nitrogen atom are shown to be converted into bicyclic aminocyclopropanes. These reactions are compared with the similar cyclisations of the corresponding carboxylic amide substrates. A mechanistic study is provided. Coincidently, new reagent systems are identified for the mediation of the same transformation.
https://hal-polytechnique.archives-ouvertes.fr/hal-01015278
Contributor : Denis Roura
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Submitted on : Thursday, June 26, 2014 - 10:53:45 AM
Last modification on : Wednesday, March 27, 2019 - 4:17:00 PM
