One-pot efficient synthesis of N α-urethane-protected β- and γ-amino acids
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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...
متن کاملA rapid and efficient one-pot method for the reduction of N-protected α-amino acids to chiral α-amino aldehydes using CDI/DIBAL-H.
N-Protected amino acids can be easily converted into chiral α-amino aldehydes in a one-pot reaction by activation with CDI followed by reduction with DIBAL-H. This method delivers Boc-, Cbz- and Fmoc-protected amino aldehydes from proteinogenic amino acids in very good isolated yields and complete stereointegrity.
متن کاملOne-pot Sequence for the Decarboxylation of a-Amino Acids One-pot Sequence for the Decarboxylation of α-Amino Acids
Synlett 2003, No. 4, Print: 12 03 2003. Art Id.1437-2096,E;2003,0,04,0542,0546,ftx,en;D28903ST.pdf. © Georg Thieme Verlag Stuttgart · New York ISSN 0936-5214 Abstract: Treatment of an α-amino acid with N-bromosuccinimide in water at pH 5 or in an alcoholic-aqueous ammonium chloride mixture, followed by addition of nickel(II) chloride and sodium borohydride, effected an overall decarboxylation v...
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.
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: Amino Acids
سال: 2012
ISSN: 0939-4451,1438-2199
DOI: 10.1007/s00726-012-1443-3