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Synthesis 1999; 1999(4): 562-564
DOI: 10.1055/s-1999-3429
short paper
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Lewis Acid Mediated Selective Chalcogenalkylation of Silyl Enol Ethers with [O,S]-Acetals

Antonio L. Braga* , Luciano Dornelles, Claudio C. Silveira, Ludger A. Wessjohann
  • *Departamento de Química, Universidade Federal de Santa Maria, Br97105-900, Santa Maria, RS, Brazil; Fax +55(55)2 20 80 31; E-mail: albraga@quimica.ufsm.br
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Publication History

Publication Date:
31 December 1999 (online)

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Silyl enol ethers of ketones were selectively alkylated with [O,S]-acetals mediated by Lewis acid in a Mukaiyama type Aldol reaction. The products were β-alkoxy- and /or β-sulfanyl carbonyl compounds depending on the catalyst employed.

Lewis acid - monothioacetal - silyl enol ether - β-chalcogeno ketone

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