Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes
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چکیده
منابع مشابه
Decarboxylative Annulation of α-Amino Acids with γ-Nitroaldehydes
Indolizidine and quinolizidine derivatives are readily assembled from proline or pipecolic acid and γ-nitroaldehydes by means of a decarboxylative annulation process. These reactions are promoted by simple acetic acid and involve azomethine ylides as reactive intermediates. The method was applied to the synthesis of an epiquinamide analog.
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Benzo[a]quinolizine-2-one derivatives are readily assembled from 1,2,3,4-tetrahydroisoquinoline and β-ketoaldehydes by means of a new intramolecular redox-Mannich process. These reactions are promoted by simple acetic acid and are thought to involve azomethine ylides as reactive intermediates.
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A straightforward metal-free synthesis of anti-β-hydroxy-r-amino acids is described. The organic base-mediated decarboxylative aldol reaction of cheap, readily available r-amidohemimalonates with various aldehydes afforded under very mild conditions anti-β-hydroxy-r-amido esters in high yields and complete diastereoselectivity. Simple one-pot subsequent transformations enabled the corresponding...
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A novel metal-free intramolecular oxidative decarboxylative coupling of primary α-amino acids with 2-aminobenzoketones under mild and neutral conditions was developed. Different quinazolines can be selectively obtained by various oxidants.
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Stereoselective halogenation is a highly useful organic transformation for multistep syntheses because the resulting chiral organohalides can serve as precursors for various medicinally relevant derivatives. Even though decarboxylative halogenation of aliphatic carboxylic acids is a useful and fundamental synthetic method for the preparation of a variety of organohalides, an enantioselective ve...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2018
ISSN: 1523-7060,1523-7052
DOI: 10.1021/acs.orglett.7b03721