59046-63-8Relevant articles and documents
Gold(i)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1: H -indenes
Virumbrales, Cintia,Suárez-Pantiga, Samuel,Solas, Marta,Fernández-Rodríguez, Manuel A.,Sanz, Roberto
, p. 2623 - 2628 (2018)
The gold(i)-catalyzed oxycyclization of β-aryl monosubstituted o-(alkynyl)styrenes gives rise to 1-α-methoxy or 1-α-hydroxybenzyl-1H-indenes in a diastereospecific way. In contrast to β,β-disubstituted o-(alkynyl)styrenes, the stereochemical outcome of this process, diastereospecific reaction supports the higher contribution of a gold intermediate with a cyclopropylcarbene-like character.
Drawing from a pool of radicals for the design of selective enyne cyclizations
Mondal, Sayantan,Mohamed, Rana K.,Manoharan, Mariappan,Phan, Hoa,Alabugin, Igor V.
supporting information, p. 5650 - 5653 (2013/12/04)
Despite the possibility of intermolecular attack at four different locations, the Bu3Sn-mediated radical cyclization of aromatic enynes is surprisingly selective. The observed reaction path originates from the least stable of the equilibrating pool of isomeric radicals produced by intermolecular Bu3Sn attack at the π-bonds of substrates. The radical pool components are kinetically self-sorted via 5-exo-trig closure, the fastest of the four possible cyclizations. The resulting Sn-substituted indenes are capable of further transformations in reactions with electrophiles.
