Issue 15, 1981

Photocycloaddition of 2,5-dihydrothiophen SS-dioxides to α,β-unsaturated cyclic anhydrides. Synthesis of 10-hydroxygeraniol

Abstract

10-Hydroxygeraniol (6c) was synthesized from 2,5-dihydro-3-methythiophen SS-dioxide (1b) and citraconic anhydrid (2b) in 48% overall yield via irradiation followed by thermal extrusion of SO2 from the intermediate photoadduct (3b) and a Cope rearrangement of the resulting divinyl diester (5b).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1981, 752-753

Photocycloaddition of 2,5-dihydrothiophen SS-dioxides to α,β-unsaturated cyclic anhydrides. Synthesis of 10-hydroxygeraniol

J. R. Williams and C. Lin, J. Chem. Soc., Chem. Commun., 1981, 752 DOI: 10.1039/C39810000752

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