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31.4.1.1.2.11.2 Variation 2: Alkenyl(aryl)iodonium Organosulfonates

DOI: 10.1055/sos-SD-031-00109

Zhdankin, V. V.Science of Synthesis, (200731190.

A very general and mild procedure for the stereospecific syntheses of alkenyliodonium organosulfonates 102 involves aryl(cyano)iodonium trifluoromethanesulfonates 101 (X=OTf) or 4-toluenesulfonates 101 (X=OTs) as the iodonium-transfer reagents in reactions with stannylated alkenes 100 (Scheme 41).[‌161‌‌165‌] This method can also be applied to the preparation of the parent compound, phenyl(vinyl)iodonium trifluoromethanesulfonate, from tributyl(vinyl)stannane.[‌166‌]

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