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- W2751774541 endingPage "13726" @default.
- W2751774541 startingPage "13722" @default.
- W2751774541 abstract "Described herein is the enantioselective construction of oxygen-containing [5-6-5] tricyclic heterocycles by an organocatalyzed asymmetric [4+2] cycloaddition of vinylidene ortho-quinone methides and benzofurans. According to this methodology, a series of oxygen-containing [5-6-5] tricyclic heterocycles with various functional groups were synthesized in excellent enantio- and diastereoselectivities (>99 % ee, >20:1 d.r.). Furthermore, the deuterium-labeling experiments and high-resolution mass spectroscopy demonstrated that a vinylidene ortho-quinone methide intermediate was involved and possibly resulted from a prototropic rearrangement of 2-ethynylphenol. Remarkably, a catalyst loading as low as 0.1 mol %, and a gram-scale synthesis were achieved for this transformation." @default.
- W2751774541 created "2017-09-15" @default.
- W2751774541 creator A5005385367 @default.
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- W2751774541 creator A5044047007 @default.
- W2751774541 creator A5062665642 @default.
- W2751774541 creator A5089196222 @default.
- W2751774541 date "2017-09-27" @default.
- W2751774541 modified "2023-10-12" @default.
- W2751774541 title "Organocatalytic Intramolecular [4+2] Cycloaddition between In Situ Generated Vinylidene <i>ortho</i> -Quinone Methides and Benzofurans" @default.
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