Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ‐Lactams
نویسندگان
چکیده
منابع مشابه
Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylation.
An enantioselective desymmetrization of prochiral 1,3-dinitropropanes has been developed which proceeds via enantiogroup differentiating organocatalytic allylic alkylation. Densely functionalized products with two vicinal stereocenters were obtained generally with good to excellent diastereoselectivity (up to >20 : 1 dr) and superb enantioselectivity (up to >99 : 1 er).
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Asymmetric desymmetrization of 4-substituted cyclohexanones using proline amide-catalyzed direct aldol reaction afforded beta-hydroxyketones with three stereogenic centers in high enantioselectivities of up to >99% ee.
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Cyclobutanones reacted with alkynes in the presence of nickel(0) catalysts to produce cyclohexenones. Oxidative cyclization of the carbonyl group of the cyclobutanone and the alkyne with the nickel(0) was followed by beta-carbon elimination from the resulting oxanickelacyclopentene and subsequent reductive elimination. This reaction achieves a formal alkyne insertion between the carbonyl carbon...
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ژورنال
عنوان ژورنال: Angewandte Chemie International Edition
سال: 2021
ISSN: 1433-7851,1521-3773
DOI: 10.1002/anie.202100642