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Kuram, Malleswara Rao,Kim, Woo Gyum,Myung, Kyungjae,Hong, Sung You WILEY‐VCH Verlag 2016 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.3 No.-
<P>Herein, we report the first Cu-catalyzed one-step method for the synthesis of 1,2,4-oxadiazoles from stable, less toxic, and readily available amides and organic nitriles by a rare oxidative N-O bond formation using O-2 as sole oxidant. This method has a broad substrate scope and a good tolerance for diverse functional groups. Moreover, the synthetic utility of this method is highlighted by the synthesis of biologically active 3,5-disubstituted derivatives.</P>
Jeon, M.,Mathew, B.,Kuram, M.,Myung, K.,Hong, S. Royal Society Chemistry 2016 Organic & Biomolecular Chemistry Vol.14 No.48
<P>Here we report a straightforward cross-coupling method for the synthesis of non-natural glycoamino acids from alkyne-bearing monosaccharides and p-iodophenylalanine. Pd/Au-catalyzed Sonogashira coupling is tolerant to both O-and S-glycosides without any epimerization. In addition, no racemization of the amino acid was observed allowing direct access to the homogeneous glyco-conjugate in a single step. Notably, this Pd/Au catalytic system presents enhanced catalytic activity than conventional Pd/Cu and Pd-only platforms, and it further enables the convergent synthesis of glycodipeptides.</P>