Aryl glycine

Sydnones are neutral, highly crystalline, stable compounds, soluble in most organic solvents. N-Arylsydnones typically are obtained by treating N-nitroso-N-aryl-glycines with etha-noic anhydride. The parent glycine is regenerated when the sydnone is heated with dilute alkali. 

C-halogen bond activation via nickel carbenes, 8, 24 with Ni(0) complexes, 8, 47 Aryl glycines, from Grignard reagents, 9, 67-68 (j-Aryl groups... 

A convenient synthesis of aryl glycines from Grignard reagents, prepared via iodine-magnesium exchange, was performed by the reaction with N-Boc-iminomalonate (from diethyl mesoxalate and BocN=PPh3). The reaction... 

Enzymatic Kinetic Resolution of N-Boc-Amino Add-Thioesters Coupled with Base-catalyzed Racemization Recently, a new method leading to the preparation of a number of aryl-glycines of the L-configuration has been published. The method is based on the hydrolysis of N-Boc-amino acid thioesters 15 catalyzed by an industrial preparation of the protease subtilisin (Scheme 13.16) [43]. 

Asymmetric azidation using (A)-A-acyl-3-f-butylbenzosultam allows one to obtain enantiomerically pure unnatural aryl glycinols and aryl glycines <2006TA1111>. 

Cycloaddition of 565 with azomethine ylide, generated from aryl glycine imine, furnishes tetrasubstituted pyrrolidines 569 and 570 in a ratio of 78 22 [178]. The diastereomeric ratio can be increased to 96 4 by using debenzylated 565, which is available from the corresponding TBS-protected lactaldehyde. 

A mild and highly efficient one-pot synthesis of aryl glycines 618 from readily available serine derivatives 617 has been reported (Scheme 3.242) [650]. This method is based on the p-fragmentation of a primary alkoxy radical, generated on treatment of the serine derivative with PhI(OAc)2-l2, immediately followed by... 

For other methods to asymmetrically synthesize aryl-glycines, see R. M. Williams, J. A. Hendrix, Chem. Rev. 1992, 92, 889. 

Poly(aryl glycine) G3 PEG Metalloporphyrin (Pt)-coumarin ERET pair Oxygen sensing Microscopy Phosphorescence lifetime (via TPA) Yes No 405... 

There is also one report of Rh-catalysed hydrogenation of a-aryl imino esters 25, yielding chiral aryl glycines (Scheme 7.11). ... 

Using a two-step procedure, Flynn synthesized a variety of benzyl 5-aryl-2-(trifluoromelhyl)imidazole-4-carboxylates from the corresponding aryl glycines (Scheme 7) [16]. 

Scheme 2.7 Cu/amine synergetic catalysis for CDC of ketones and Af-Aryl glycine ester [34]...

The methodology discussed previously for the syntheses of tetrahydroquinoline derivatives has been further developed by Tan [23] and Bach [24]. In Tan s work (Eq. (13.6)), a wide range of AT-aryl glycines were used instead of... 

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