Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes.
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DOI: 10.1021/acs.orglett.0c02508
Abstract: A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy… read more here.
Keywords: annulation; vinylethylene carbonates; carbonates barbiturate; palladium catalyzed ... See more keywords
Pd-Catalyzed Tandem [5 + 2] Cycloaddition/Ring Contraction of Phthalide-Derived Alkenes and Vinylethylene Carbonates for the Construction of Benzo-[5,5]-spiroketal Lactones.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01114
Abstract: An annulation of phthalide-derived activated alkenes is initially disclosed in this work. Specifically, we have developed an unprecedented [5 + 2] cycloaddition/ring-contraction tandem process of activated tetrasubstituted alkenes derived from phthalides or butyrolactone with vinylethylene… read more here.
Keywords: spiroketal lactones; vinylethylene carbonates; phthalide derived; benzo spiroketal ... See more keywords
Vinylethylene Carbonates as α,β-Unsaturated Aldehyde Surrogates for Regioselective [3 + 3] Cycloaddition.
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DOI: 10.1021/acs.orglett.9b02266
Abstract: Herein, we report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. Interestingly, we could also use this method for a… read more here.
Keywords: cycloaddition; unsaturated aldehyde; cycloaddition vinylethylene; vinylethylene carbonates ... See more keywords
Enantioselective total synthesis of furofuran lignans via Pd-catalyzed asymmetric allylic cycloadditon of vinylethylene carbonates with 2-nitroacrylates.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical communications"
DOI: 10.1039/d0cc05640e
Abstract: Herein, a practical and efficient approach to tetrahydrofurans with three-stereocenters has been developed through Pd-catalyzed asymmetric allylic cycloaddition of vinylethylene carbonates (VECs) with 2-nitroacrylates under mild conditions. By using this asymmetric catalytic reaction as a… read more here.
Keywords: catalyzed asymmetric; asymmetric allylic; furofuran lignans; vinylethylene carbonates ... See more keywords