Nitro-enabled catalytic enantioselective formal umpolung alkenylation of β-ketoesters
نویسندگان
چکیده
منابع مشابه
Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
The visible-light-driven, phase-transfer-catalyzed, enantioselective perfluoroalkylation and trifluoromethylation of cyclic β-ketoesters is described. The photo-organocatalytic process, which occurs at ambient temperature and under visible light illumination, is triggered by the photochemical activity of in situ-generated electron donor-acceptor complexes, arising from the association of chiral...
متن کاملNitro-enabled catalytic enantioselective formal umpolung alkenylation of β-ketoesters† †Electronic supplementary information (ESI) available: Experimental details, characterization and analytical data. CCDC 1491357 (4ba). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc02232h Click here for additional data file. Click here for additional data file. Click here for additional data file.
A formal umpolung strategy is presented for the enantioselective installation of an alkenyl group with a terminal double bond at a tertiary center. This one-pot two-step sequence relies on the unique features of the nitro group, which after inverting the polarity of the alkenylating agent toward the desired bond formation, itself serves as a leaving group. The application of this protocol to cy...
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(-)-Gephyrotoxin-223 was formally synthesized from chiral synthon 1 which has been chemoenzymatically synthesized in the presence of Candida Antartica lipase.
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A catalytic, enantioselective formal synthesis of (+)-dichroanone and (+)-taiwaniaquinone H is reported. The all-carbon quaternary stereocenter was constructed by asymmetric conjugate addition catalyzed by a palladium(II) (S)-tert-butylpyridinooxazoline complex. The unexpected formation of a [3.2.1] bicyclic intermediate required the identification of a new route. Analysis of the Hammett consta...
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ژورنال
عنوان ژورنال: Chemical Science
سال: 2017
ISSN: 2041-6520,2041-6539
DOI: 10.1039/c7sc02232h