Asymmetric and Geometry-Selective α-Alkenylation of α-Amino Acids
نویسندگان
چکیده
منابع مشابه
α-Vinylic amino acids: occurrence, asymmetric synthesis, and biochemical mechanisms
This report presents an overview of the family of naturally occurring “vinylic” amino acids, namely those that feature a C–C double bond directly attached to the α-carbon, along the side chain. Strategies that have been brought to bear on the stereocontrolled synthesis of these olefi nic amino acids are surveyed. The mechanistic diversity by which such “vinylic triggers” can be actuated in a PL...
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α-Fluoro-α-nitro esters were used as reaction partners in Michael addition to nitroalkenes, and the products were obtained in excellent chemical yields and with high enantioselectivities. Moreover, α-fluoro-α-amino ester with a quaternary α-carbon was prepared for the first time.
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The utility of pseudoephenamine as a chiral auxiliary for the alkylative construction of quaternary α-methyl α-amino acids is demonstrated. The method is notable for the high diastereoselectivities of the alkylation reactions, for its versatility with respect to electrophilic substrate partners, and for its mild hydrolysis conditions, which provide α-amino acids without salt contaminants. Alter...
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The enzymatic β-C-H hydroxylation of the feedstock chemical isobutyric acid has enabled the asymmetric synthesis of a wide variety of polyketides. The analogous transition metal-catalyzed enantioselective β-C-H functionalization of isobutyric acid-derived substrates should provide a versatile method for constructing useful building blocks with enantioenriched α-chiral centers from this abundant...
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ژورنال
عنوان ژورنال: Angewandte Chemie
سال: 2019
ISSN: 0044-8249
DOI: 10.1002/ange.201813984