Journal
ORGANIC LETTERS
Volume 12, Issue 20, Pages 4446-4449Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1018147
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Funding
- Takeda Pharmaceutical Company (TPC) Ltd
- Natural Science and Engineering Research Council (NSERC) of Canada
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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(sp(3)) 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 SHAr reaction.
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