Oxidation amide synthesis

Chen C, Hong SH (2011) Oxidative amide synthesis directly liom alcohols with amines. Org Biomol Chem 9 20... 

Chan W-K, Ho C-M, Wong M-K, Che C-M (2006) Oxidative amide synthesis and N-terminal a-amino group ligation of peptides in aqueous medium. J Am Chem Soc 128 (46) 14796-14797... 

SULFINIMINES (THIOOXIMINE S-OXIDES) ASYMMETRIC SYNTHESIS OF METHYL (R)-(+)- 3-PHENYLALANATE FROM (S)-(+)-N-(BENZYLIDENE)-p-TOLUENESULFIN AMIDE (Benzenepropanoic acid, p-amino-, (R)-, methyl ester from Benzenesulfinamide, 4-methyl-N-(phenylmethylene)- [S-(E)]-)... 

SULFINIMINES (THIOOXIMINE S-OXIDES) ASYMMETRIC SYNTHESIS OF METHYL (R)-(+)-p-PHENYLALANATE FROM (S)-(+)-N-(BENZYLIDENE)-p-TOLUENESULFIN AMIDE. 

Recent developments in the synthesis, structures, and properties of ionic/covalent ternary nitrides are reviewed. A description, including synthetic conditions, is given of preparative methods reported in the literature. Solid state synthetic reactions from binary nitrides as well as novel synthetic approaches such as amide synthesis and ammonolysis of ternary oxides are described. Examples of common structure types as well as electronic and magnetic properties are discussed. 

SCHEME 3.16 Oxidative amide trioxadecalin construction in the synthesis of theopederin D. 

Another interesting sequence is the amidoselenenation of alkenes for the synthesis of allylic amides. The seleniranium ion is trapped by a nitrile group which is first converted to an iminium chloride and then hydrolyzed to the amide (similar to the Ritter amide synthesis). Several differing nitriles (e.g. methyl to phenyl) have been utilized and all provide good yields of amides. The stereochemistry of addition is always trans but mixtures of regioisomers occur with terminal and unsymmetrically substituted oleflns (equation 24). The -seleno amide is easily converted to the allylic amide by oxidation of the phenyl selenide using the standard conditions. ... 

Shu C, Liu MQ, Wang SS, Li L, Ye LW. Gold-catalyzed oxidative cyclization of chiral homopropargyl amides Synthesis of enantioenriched gamma-lactams. J Org Chem. 78(7) (2013) 3292-3299. 

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