1247869-75-5Relevant academic research and scientific papers
Stereocontrolled synthesis of contiguous C(sp3) - C(aryl) bonds by lanthanide(III)-catalyzed domino aryl-claisen [3,3]-sigmatropic rearrangements
Ramadhar, Timothy R.,Kawakami, Jun-Ichi,Lough, Alan J.,Batey, Robert A.
supporting information; experimental part, p. 4446 - 4449 (2010/12/24)
A domino [3,3]-sigmatropic aryl-Claisen rearrangement of cyclic and acyclic bisaryloxy-substituted alkenes can be performed in high yield by using Ln(fod)3 catalysis to obtain bisphenolic products incorporating two contiguous aryl - C(sp3) bonds. Stereospecific rearrangement was observed for cyclic substrates. The precursor diaryl ethers were typically synthesized from the corresponding diols by double arylation procedures using either copper catalyzed coupling of aryltrifluoroborate salts or by S NAr reaction.
