The utility and selectivity of the catalyst [Ru(COD)(L(1))Br2] (1) bearing a fused π-conjugated imidazo[1,2-a][1,8]naphthyridine-based abnormal N-heterocyclic carbene ligand L(1) is demonstrated toward selective oxidation of C═C bonds to aldehydes and C≡C bonds to α-diketones in an EtOAc/CH3CN/H2O solvent mixture at room temperature using a wide range of substrates, including highly functionalized sugar- and amino acid-derived compounds.

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A very efficient route to the diastereoselective synthesis of polyhydroxy pyrrolidines, piperidines and azepanes from an aldehyde derivative of ribose is reported. Asymmetric α-amination of aldehydes using proline catalysed hydrazination is the key step in the synthesis. The method utilizes the stereocenters present in ribose and the extra carbon atoms present in the target molecules are incorporated using Wittig reactions. The incorporation of the amino group is carried out asymmetrically to account for additional stereocenters. This synthetic route to iminocyclitols has the potential to be extended for the synthesis of a large class of such compounds starting from other sugar derived aldehydes.

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Synthesis of Bis--amino Acids Through Proline Catalyzed Asymmetric -Amination of Higher Homologues of Garner's Aldehyde. -The convenient synthesis of bis--amino acid esters involves the proline catalyzed highly diastereoselective -hydrazination of aldehydes (I) with dibenzyl azodicarboxylate as the key step. -(PETAKAMSETTY, R.; DAS, R. P.; RAMAPANICKER*, R.; Tetrahedron 70 (2014) 50, 9554-9563, http://dx.