Quality Control of 5-Hexen-1-olIn 2021 ,《Oxidative additions of alkynyl/vinyl iodides to gold and gold-catalyzed vinylation reactions triggered by the MeDalphos ligand》 was published in Chemical Science. The article was written by Rodriguez, Jessica; Tabey, Alexis; Mallet-Ladeira, Sonia; Bourissou, Didier. The article contains the following contents:
The hemilabile Ad2P(o-C6H4)NMe2 ligand promotes fast, quant. and irreversible oxidative addition of alkynyl and vinyl iodides to gold. The reaction is general. It works with a broad range of substrates of various electronic bias and steric demand, and proceeds with complete retention of stereochem. from Z and E vinyl iodides. Both alkynyl and vinyl iodides react faster than aryl iodides. The elementary step is amenable to catalysis. Oxidative addition of vinyl iodides to gold and π-activation of alkenols (and N-alkenyl amines) at gold have been combined to achieve hetero-vinylation reactions. A number of functionalized heterocycles, i.e. tetrahydrofurans, tetrahydropyrans, oxepanes and pyrrolidines were obtained thereby (24 examples, 87% average yield). Taking advantage of the chemoselectivity for vinyl iodides over aryl iodides, sequential transformations involving first a hetero-vinylation step and then a C-N coupling, a C-C coupling or an heteroarylation were achieved from a vinyl/aryl bis-iodide substrate. The results came from multiple reactions, including the reaction of 5-Hexen-1-ol(cas: 821-41-0Quality Control of 5-Hexen-1-ol)
5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Quality Control of 5-Hexen-1-ol
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