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Synlett 1998; 1998(1): 26-28
DOI: 10.1055/s-1998-1570
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A Stereoselective Synthesis of trans-1,2-Disubstituted Alkenes Based on the Condensation of Aldehydes with Metallated 1-Phenyl-1H-tetrazol-5-yl Sulfones

Paul R. Blakemore* , William J. Cole, Philip J. Kocieński, Andrew Morley
  • *Chemistry Department, Glasgow University, Glasgow G12 8QQ, U.K.
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Publication Date:
31 December 2000 (online)

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The reaction of metallated 1-phenyl-1H-tetrazol-5-yl sulfones and aldehydes gives good yields and stereoselectivity of trans-1,2-disubstituted alkenes when potassium or sodium hexamethyldisilazide is used as base and 1,2-dimethoxyethane is used as solvent.

alkene synthesis - heterocyclic sulfones - aldehydes - Julia olefination - tetrazole - benzothiazole

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