Alkynyl(Phenyl)Iodonium Tosylates: Preparation and Stereospecific Coupling with Vinylcopper Reagents. Formation of Conjugated Enynes. 1‐Hexynyl(Phenyl)Iodonium Tosylate and (E)‐5‐Phenyldodec‐5‐En‐7‐Yne

Alkynyl(phenyl)iodonium tosylates: preparation and stereospecific coupling with vinylcopper reagents. formation of conjugated enynes. 1-hexynyl(phenyl)iodonium tosylate and (E)-5-phenyldodec-5-en-7-yne intermediate: 1-trimethylsilyl-1-hexyne product: (E)-5-Phenyldodec-5-en-7-yne product: 1-hexynyl(phenyl)iodonium tosylate product: CH3CCIPh·OTs product: EtCCIPh·OTs product: N-PrCCIPh·OTs product: Me3SiCCIPh·OTs product: PhCCIPh·OTs product: t-BuCCIPh·OTs Keywords: alkenylation, C-alkenylation; coupling; halogenation, iodination; metalation reactions, copper; metalation reactions, lithium; metalation reactions, silicon; silylation; stereoselective reactions, stereospecific; boron trifluoride etherate; chloroform; copper(I) bromide, dimethyl sulfide complex, purification; tetrahydrofuran; chloroform, highly toxic, cancer suspect agent; dimethyl sulfide, stench