A simple, stereocontrolled synthesis of E,Z-1,5-dienes - Concepedia

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A simple, stereocontrolled synthesis of E,Z-1,5-dienes

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1982

Year

J. I. G. Cadogan, Caroline M. Buchan, Ian Gosney, Brendan J. Hamill, Leo M. McLaughlin

Journal of the Chemical Society Chemical Communications

Chemical EngineeringEngineeringHeterocyclicGeneral Synthetic PrecursorOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistrySynthesis MethodStereocontrolled SynthesisSynthetic ChemistryThermal Extrusion

Abstract

The readily available 3,3-dioxide (1) of 3-thiabicyclo[3.2.0]heptane-6,7-dicarboxylic anhydride acts as a general synthetic precursor for E,Z-1,5-dienes such as (4a–e)via functionalisation followed by thermal extrusion of SO2.