Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
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چکیده
منابع مشابه
Asymmetric synthesis of chiral β-alkynyl carbonyl and sulfonyl derivatives via sequential palladium and copper catalysis.
We present a full account detailing the development of a sequential catalysis strategy for the synthesis of chiral β-alkynyl carbonyl and sulfonyl derivatives. A palladium-catalyzed cross coupling of terminal alkyne donors with acetylenic ester, ketone, and sulfone acceptors generates stereodefined enynes in high yield. These compounds are engaged in an unprecedented, regio- and enantioselectiv...
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Conventional chiral ligands rely on the use of a covalently constructed, single chiral molecule embedded with coordinative functional groups. Here, we report a new strategy for the design of a chiral ligand for asymmetric transition-metal catalysis; our approach is based on the development of an achiral cationic ammonium-phosphine hybrid ligand paired with a chiral binaphtholate anion. This ion...
متن کاملAsymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis† †Electronic supplementary information (ESI) available: Detailed experimental procedures and copies of NMR spectra and HPLC chromatograms. See DOI: 10.1039/c3sc53250j Click here for additional data file.
The palladium-catalyzed oxidative desymmetrization of meso dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the o...
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A novel palladium-catalyzed intramolecular reductive amination of ketones with weakly nucleophilic sulfonamides has been developed in the presence of a Brønsted acid, giving a wide range of chiral γ-, δ-, and ε-sultams in high yields and up to 99% of enantioselectivity.
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ژورنال
عنوان ژورنال: Chem. Sci.
سال: 2014
ISSN: 2041-6520,2041-6539
DOI: 10.1039/c3sc53250j