Synthesis of some novel tricyclic ?-ami·noacid esters and potential bioactive compounds via 1,2-prototropy and 1,3-APT cascade reactions

Some novel cyclic ?-aminoacid esters and potential bioactive compounds were prepared via thermal 1,2-prototropy- and 1,3-APT oxime nitrone-1,3-dipolar cycloaddition cascades reactions. This substrate allows the influence of the new stereocentres on the cascade to be assessed with respect to the configuration of the nitrone that is generated and the facial selectivity of the subsequent cycloaddition.TBAG-2154,102T033In conclusion, some novel tricyclic ? -aminoacid esters and potential bioactive compounds were obtained in good to excellent yield via the technically simple thermal l ,2-prototropy-and 1,3-APT oxime nitrone-l,3-dipolar cycloaddition cascades reactions. The reactivity and reaction selectivity of competitive 1,2-prototropy and 1,3-APT were also studied as part of this work. Acknowledgement: We thank The Scientific and Technical Research Council of Turkey (TUBITAK) (TBAG-2154,102T033), Mersin University and Cukurova University for support

Synthesis Of Some Novel Tricyclic ?-Amino Acid Esters And Potential Bioactive Compounds Via 1,2-Prototropy And M-Apt Cascade Reactions

Some novel cyclic ?-amlnoacid esters and potential bioactive compounds were prepared via thermal 1,2-prototropy- and 1,3-APT oxime nitrone-l,3-dipolar cycloaddition cascades reactions. This substrate allows the influence of the new stereocentres on the cascade to be assessed with respect to the configuration of the nitrone that is generated and the facial selectivity of the subsequent cycloaddition. © 2004, by Walter de Gruyter GmbH & Co. All rights reserved

N-heterocycles from oxime and oxime O-benzyl ethers via electrophile induced - Ring formation. Route to cyclic and bicyclic amine and hydroxylamine

Phenylselenyl and iodine induced chiral and achiral ring forming cyclisations creating bridged bicyclo-[3.2.1]- and cyclic ring N-hydroxylamines and bicyclo-[3.2.1]- ring amines occur stereo-, regio- and facially specifically that involve multiplication of chiral centres from one to two and three in one pot reactions in moderate to good yield. An example of bromine induced cyclisation and 1,3-dipolar cycloaddition creating isoxazolidine-ring were also reported

Synthesis of two and antibacterial activity of one novel oxime ether derivatives of erythromycin A

PubMedID: 14505731The synthesis of novel erythromycin A 9-O-(2-ethenesulfony-ethyl)-oxime and erythromycin A 9-O-(3-oxo-butyl)-oxime from erythromycin A (EA) by the Michael reaction is described and to describe the effects of transformation of ketone in position 9 of EA to an oxime ether. This transformation occurred in a single step without protecting of any functional moiety of erythromycin oxime and zero waste manner in good yield. The antibacterial screen of EA 9-O-(2-ethenesulfony-ethyl)-oxime is also reported. © 2003 Éditions scientifiques et médicales Elsevier SAS. All rights reserved.University of LeedsWe are indebted to Prof. R. Grigg (Leeds University) for helpful discussions. We thank Mersin University and Cukurova University for financial support and Leeds University for 600 MHz and mass spectral determination