One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones
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چکیده
منابع مشابه
One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters
An improved protocol for the synthesis of enantiomerically pure allylic amines is reported. N-Protected α-amino esters derived from natural amino acids were submitted to a one-pot tandem reduction-olefination process. The sequential reduction with DIBAL-H at -78 °C and subsequent in situ addition of organophosphorus reagents yielded the corresponding allylic amines without the need to isolate t...
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An N-Bromosuccinimide (NBS) promoted one pot strategy for the synthesis of α-amino functionalized aryl ketones starting from commercially available styrenes has been developed. NBS participates in multiple tasks, such as bromonium ion formation, oxidation of bromohydrin and providing a nucleophilic nitrogen source. The reaction can easily be switched between α-imido and α-amino ketones by the c...
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A novel acetyl chloride-mediated cascade transformation involving three components (benzyl carbamate, ethyl glyoxylate and arene nucleophiles) is reported. Aryl orthogonally protected α-amino acids are obtained in a one pot cascade, using a mild AcOH-AcCl system, via a critical autocatalytic dehydration-activation step ensuring an original and efficient Friedel-Crafts orchestration.
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A simple, rapid and efficient practical method for one-pot synthesis of α-amino nitriles has been achieved by a threecomponent condensation of carbonyl compounds, amines and trimethylsilyl cyanide in the presence of p-toluenesulfonic acid (p-TsOH) as a catalyst at ambient temperature. Operational simplicity, economic consideration, high yield, short reaction time and low toxicity are the key fe...
متن کاملAn efficient one-pot synthesis of α-amino nitriles using ecofriendly Lewis-acidic ionic liquid choline chloride.2ZnCl2
α-Amino nitriles are synthesized in a one-pot, three-component coupling of aldehydes (or ketones), aniline, and trimethylsilyl cyanide using a catalytic amount of choline chloride.2ZnCl2 as a bio Lewis acidic ionic liquid. Mild Lewis acidic characteristic of this ionic liquid allows efficient synthesis of α-amino nitriles from acid sensitive aldehydes.
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ژورنال
عنوان ژورنال: Tetrahedron Letters
سال: 2014
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2014.10.085