1268368-69-9Relevant articles and documents
The importance of hydrogen bonding to stereoselectivity and catalyst turnover in gold-catalyzed cyclization of monoallylic diols
Ghebreghiorgis, Thomas,Biannic, Berenger,Aponick, Aaron,Kirk, Brian H.,Ess, Daniel H.
, p. 16307 - 16318,12 (2020/09/09)
Density functional calculations and experiment were used to examine the mechanism, reactivity, and origin of chirality transfer in monophosphine Au-catalyzed monoallylic diol cyclization reactions. The lowest energy pathway for cyclization involves a two-
A comparative study of the Au-catalyzed cyclization of hydroxy-substituted allylic alcohols and ethers
Biannic, Berenger,Ghebreghiorgis, Thomas,Aponick, Aaron
scheme or table, p. 802 - 807 (2011/07/30)
The Au(I)-catalyzed cyclization of hydroxyallylic ethers to form tetrahydropyrans is reported. Employing (acetonitrile)[(o-biphenyl) di-tert-butylphosphine]gold(I) hexafluoroantimonate, the cyclization reactions were complete within minutes to hours, depending on the substrate. The reaction progress was monitored by GC, and comparisons between substrates demonstrate that reactions of allylic alcohols are faster than the corresponding ethers. Additionally, it is reported that Reaxa QuadraPure MPA is an efficient scavenging reagent that halts the reaction progress.