Tetrahedron letters

Alkene synthesis: Elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base

CAG Baker-Glenn, AGM Barrett, AA Gray…

文献索引：Baker-Glenn, Charles A.G.; Barrett, Anthony G.M.; Gray, Andrew A.; Procopiou, Panayiotis A.; Ruston, Mark Tetrahedron Letters, 2005 , vol. 46, # 43 p. 7427 - 7430

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被引用次数: 11

摘要

The use of potassium trimethylsilanolate as base to induce elimination of potassium arenesulfinate from alkyl aryl sulfones to produce E-alkenes is described. The reaction was appropriate for substrates containing a benzyl or allyl group α to the sulfone residue. ... Aryl benzylic and aryl homoallylic sulfones were converted into the corresponding (E)-alkenes or dienes by KOSiMe 3 mediated elimination of ArSO 2 K in THF at 70 °C. ... Lithium, sodium and potassium ...