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- W2035668314 abstract "Chiral cis-hydrobenzofurans represent a uniquemotif existing in numerous natural products, for instance, isoambrox, haterumaimide I, rosenonolactone, incarviditone, and millingtonine A (Scheme 1a). Owing to their diverse biological activities, a great deal of attention has been paid to the development of efficient methods toward their enantioselective syntheses. One of the most straightforward and powerful ways to construct such a framework is the catalytic asymmetric desymmetrization of cyclohexadienones (Scheme 1b). In recent elegant reports, Rovis and co-workers demonstrated the feasibility of using chiral-NHC-catalyzed intramolecular Stetter reactions for the asymmetric desymmetrization of cyclohexadienones to prepare chiral cis-hydrobenzofuranones. Very recently, Sasai and co-workers described the use of bifunctional chiral phosphinothiourea catalysts in a intramolecular Rauhut–Currier reaction for the enantioselective discrimination of cyclohexadienones. Although these protocols proved to be highly effective, their efforts were mainly focused on the application of chiral organocatalysts in intramolecular reactions with a limited substrate scope. Moreover, transition metal catalyzed asymmetric desymmetrization of cyclohexadienones is quite scarce. During our continuous efforts in exploring rhodium/chiral diene-catalyzed asymmetric arylation, we envisioned that a rhodium-catalyzed tandem arylrhodation/conjugate addition reaction of cyclohexadienone-containing 1,6-dienynes, which are accessible from dearomatization of corresponding phenols, would provide a novel approach to these enantioenriched cis-hydrobenzofurans (Scheme 1c). However, two major concerns need to be addressed in this rhodium-catalyzed asymmetric desymmetrization process." @default.
- W2035668314 created "2016-06-24" @default.
- W2035668314 creator A5005997337 @default.
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- W2035668314 date "2013-04-16" @default.
- W2035668314 modified "2023-10-16" @default.
- W2035668314 title "Rhodium-Catalyzed Asymmetric Arylative Cyclization of<i>meso</i>-1,6-Dienynes Leading to Enantioenriched<i>cis</i>-Hydrobenzofurans" @default.
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- W2035668314 doi "https://doi.org/10.1002/anie.201300137" @default.
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