Stereoselective synthesis and reaction of gold(i) (Z)-enethiolatesElectronic supplementary information (ESI) available: Experimental details, figures, and spectral data. CCDC 1026924 (10a). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc02000j

Bench-top-storable ( Z )-enethiol reagents: gold ( Z )-1-decenylthiolates were synthesized stereoselectively in high yields. They are stable upon storage at room temperature without protection from light, and react smoothly with various alkyl halides, α,β-unsaturated ketones, and electron-deficient aryl halides with excellent stereoselectivity. Bench-top-storable ( Z )-enethiol reagents: gold ( Z )-1-decenylthiolates were synthesized stereoselectively in high yields.