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Regioselective Michael-induced cyclisation of γ- and δ-hydroxy vinyl sulfides and vinyl dithiocarbamates |
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| Authors: | V Aucagne A Tatibouët |
| Institution: | a Institut de Chimie Organique et Analytique, associé au CNRS, Université d’Orléans, B.P. 6759, F-45067 Orléans, France b FHBB, Gründenstrasse 40, CH-4132 Muttenz, Switzerland |
| Abstract: | We herein describe the unprecedented use of heteroaryl vinyl sulfides and vinyl dithiocarbamates as hetero-Michael addition acceptors. Combined chelating and electron-withdrawing effects are postulated to stabilise the transient anionic species and allow smooth Michael-induced ring closure to produce diversely functionalised C-glycosides. |
| Keywords: | Vinyl sulfides Vinyl dithiocarbamates Hetero-Michael additions C-glycosides |
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