Abstract

1-Alkynyl sulfides R1C≡C-S-R21 are easily converted with a copper(I) hydride complex in tetrahydrofuran into cis-1-alkenyl sulfides R1CHCH-S-R22 in yields >90%. Treatment of compounds 1 with LiAlH4 in the same solvent leads to the isomeric trans-1-alkenyl sulfides R1CH CH-S-R23 in almost quantitative yield.

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