One-pot, three-component synthesis of open-chain, polyfunctional sulfones
Silyl enol ethers of esters, ketones, as well as allylstannane and allylsilanes react with sulfur dioxide activated with t-BuMe2SiOSO2CF3 to give silyl sulfinates that can be reacted in the same pot with a variety of electrophiles generating the corresponding polyfunctional sulfones. The silyl sulfinate intermediates are formed via ene-reactions following probably concerted mechanisms.
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Keywords: ene-reaction ; enoxysilanes ; sulfinates ; sulfones ; Beta-hydroxy-sulfones ; multicomponent synthesis ; sulfur-dioxide ; intramolecular cycloaddition ; stereoselective synthesis ; organic-synthesis ; acid-derivatives ; sulfinic acids ; chemistry ; oxidation
Ecole Polytech Fed Lausanne, Inst Chim Mol & Biol, Lausanne, Switzerland.
Record created on 2005-11-09, modified on 2016-08-08