Chiral pyrrolidines and pyrrolizidines with spirooxindole ring systems are the central skeletons for numerous alkaloids and pharmacologically important compounds. Gelesmine, pseudotabersonine, formosanine, isoformosanine, morroniside and mitraphylline are some of the alkaloids containing spirooxindole ring systems. Derivatives of spirooxindole find very wide biological applications as anti micr...

An efficient one-pot three-component procedure for the synthesis of new chiral spiro oxindolopyrrolidines/pyrrolizidines with highly regio- and diastereo-enantio, selective from 1,3-dipolar cycloaddition of azomethine ylides and chiral menthol-drived trans-cinnamic are described. The mechanism of the reaction is discussed on basis of the assignment of the absolute configuration of one of the cy...

In order to meet the strong demand for storage and retrieval of chiral separations, we have developed Chirbase a database built on Chembasee from Molecular Design Limited, a very powerful and well spread software. Chirbase allows the selection of the most promising conditions for a given chiral separation by searching and retrieving at the same time molecular fragments issued from the compound ...

The chiral-discriminating abilities of new triazole-linked host compounds (6, 7) toward amino acid esters were evaluated by the FABMS/EL-guest method. Two types of host appending saccharide derivatives were synthesized by the copper-catalyzed Huisgen-1,3-dipolar cycloaddition (CuAAC). Host compounds binding constants and chiral-discriminating abilities toward the enantiomeric alanine esters wer...

A couple of enantiomers of novel chiral macrocyclic imines based on R/S-camphor were asymmetrically synthesized. Through the chiral macrocyclic ligands, enantiomers of nickel(II) coordination compounds were obtained. The chirality of the ligand was transferred to the nickel atom upon coordination, leading to predetermined configuration. The chiral ligands and corresponding nickel coordination c...

Nuclear magnetic resonance (NMR) is a powerful tool for the elucidation of chemical structure and chiral recognition. In the last decade, the number of probes, media, and experiments to analyze chiral environments has rapidly increased. The evaluation of chiral molecules and systems has become a routine task in almost all NMR laboratories, allowing for the determination of molecular connectivit...

Chiral pyrrolidines and pyrrolizidines with spirooxindole ring systems are the central skeletons for numerous alkaloids and pharmacologically important compounds. Gelesmine, pseudotabersonine, formosanine, isoformosanine, morroniside and mitraphylline are some of the alkaloids containing spirooxindole ring systems. Derivatives of spirooxindole find very wide biological applications as anti micr...

Arylalkylamines are of interest as building blocks for the synthesis of biologically active compounds and as chiral ligands or chiral auxiliaries in stereoselective syntheses [1]. Their stereoselective synthesis has been achieved by enantioselective reduction of ketimines using chiral reagents [2], as for example Corey’s oxaborolidines [3], or proline-derived triacyloxyborohydrides [4]. Particu...

Intrinsically chiral surfaces of intermetallic compounds are shown to be novel materials for enantioselective processes. Their advantage is the significantly higher thermal and chemical stability, and therefore their extended application range for catalyzed chiral reactions compared to surfaces templated with chiral molecular modifiers or auxiliaries. On the Pd1 -terminated PdGa(111) surface, r...