951130-30-6Relevant articles and documents
Gold catalysis: Biarylphosphine ligands as key for the synthesis of dihydroisocoumarins
Hashmi, A. Stephen K.,Bechem, Benjamin,Loos, Annette,Hamzic, Melissa,Rominger, Frank,Rabaa, Hassan
, p. 481 - 499 (2014/04/03)
Agold-catalyzed phenol synthesis was successfully used in the synthesis of dihydroisocoumarins for the first time.Alarge number of gold(I) complexes were prepared and tested; only complexes based on the biarylphosphine motif were successful. CSIRO 2014.
Singlet-oxygen-mediated one-pot synthesis of 3-keto-tetrahydrofurans from 2-(β-hydroxyalkyl) furans
Tofi, Maria,Koltsida, Konstantina,Vassilikogiannakis, Georgios
supporting information; experimental part, p. 313 - 316 (2009/07/04)
(Chemical Equation Presented) Photooxygenation of 2-(β-hydroxyalkyl) furans affords, in one synthetic operation and in high yields, 3-keto-tetrhydrofuran motifs via intramolecular Michael-type addition to the 1,4-enedione intermediate.
Gold catalysis: Dihydroisobenzofurans and isochromanes by the intramolecular furan/alkyne reaction
Stephen,Hashmi,Woelfle,Ata, Filiz,Hamzic, Melissa,Salathe, Ralph,Frey, Wolfgang
, p. 2501 - 2508 (2007/10/03)
A series of furyl alcohols and homofuryl alcohols was synthesized by reduction of furfurals or reaction of furyllithium compounds with epoxides and subsequent propargylation. The gold-catalyzed cycloisomerization of these products furnished dihydroisobenzofurans and isochromanes. Crystal structure analyses proved the sequence of the substituents for both classes of products. Unsaturated dicarbonyl compounds as side-products show the mechanistic relationship to the analogous platinum-catalyzed reactions. Neither ester groups, even on the 4-position of the furan ring, nor aryl bromides hinder the catalysis by gold. In the case of a substrate with an allyl ether in the side chain, a side-product, which provides evidence for a reaction of the alkyne with an inverse regioselectivity, was observed.