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Synthesis 1996; 1996(9): 1079-1081
DOI: 10.1055/s-1996-4348
DOI: 10.1055/s-1996-4348
short paper
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Synthesis of Enantiomerically Pure Mono-, Di- and Trisubstituted 2-Sulfinylbuta-1,3-dienes, via β-Hydroxy Selenides
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Publication History
Publication Date:
31 December 2000 (online)
α-Lithiated (+)-(R)-para-tolyl vinyl sulfoxide reacts with α-selanyl-carbonyl compounds to give the corresponding β-hydroxy selenides. Subsequent Krief-Reich elimination affords enantiomerically pure mono-, di- and trisubstituted 2-sulfinylbuta-1,3-dienes.
(+)-(R)-p-tolyl vinyl sulfoxide - 2-sulfinyldienes - β-hydroxy selenides - Krief-Reich elimination