Barzano, GuidoCheseaux, AlexisHu, Xile2019-02-082020-01-172019-02-082019-01-1810.1021/acs.orglett.8b03772https://infoscience.epfl.ch/handle/20.500.14299/154402WOS:000456633000031Z-Selective synthesis of vinyl boronates is challenging. This work describes Fe-catalyzed addition of alkyl radicals, formed by the corresponding alkyl halides, to ethynyl ethynylboronic acid pinacol ester that gives rise to Z-vinyl boronates in high stereoselectivity. The method works best for tertiary and secondary alkyl iodides. The Z-vinyl boronate products are easily converted to other Z-alkenes by transformation of the boronate group. The method is applied for the formal total synthesis of a 5-HT2c receptor agonist.Chemistry, OrganicChemistryterminal alkynesstereoselective-synthesishydroborationalkenesefficienttext::journal::journal article::research article