Tetrahedron letters

1-Benzyloxy-3-(p-tolylsulfonyl) propene as an acrolein β-anion equivalent. Synthesis of 4-substituted 2-butenolides

D Craig, CJ Etheridge, AM Smith

Index: Craig, Donald; Etheridge, Christopher J.; Smith, Alison M. Tetrahedron Letters, 1992 , vol. 33, # 48 p. 7445 - 7446

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Citation Number: 16

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... Lithiation of 1-benzyloxy-3-(p-tolylsulfonyl)propene 6 and reaction with aldehydes give alcohols 7. Sequential hydrolysis-cyclization, oxidation and DBU-mediated elimination of dine elements of p-TolSO 2 H gives 4-substituted 2-butenolides 10 in good overall yield.