63643-98-1Relevant academic research and scientific papers
Isoselenocyanates derived from amino acid esters: An expedient synthesis and application to the assembly of selenoureidopeptidomimetics, unsymmetrical Selenoureas and selenohydantoins
Hemantha, Hosahalli P.,Sureshbabu, Vommina V.
, p. 644 - 651 (2011/09/14)
An important class of organoselenium compounds-α-isoselenocyanato esters 4 hasbeen prepared by a reaction of α-isocyano esters with elemental selenium powder. The reaction issimple, rapid and all the isoselenocyanates havebeen isolated as stable ones after chromatographic purification. These hitherto unreported classes of molecules would be useful building blocks for the preparation of variety of selenium containing peptidomimetics. In this study, the utility of the title molecules in the preparation of selenoureidopeptidomimetics 6, unsymmetrical selenoureas 8 and selenohydantoins 10 isdemonstrated.
Model studies directed toward the total synthesis of 14-membered cyclopeptide alkaloids: Synthesis of prolyl peptides via a four-component condensation
Bowers, Margaret M.,Carroll, Patrick,Joullie, Madeleine M.
, p. 857 - 865 (2007/10/02)
The general applicability of a four-component condensation for the formation of N-acyl-β-aryloxyprolines has been demonstrated in several model studies. The relative stereochemistry of the diastereoisomers obtained has been assigned from 1H n.m.r. studies, and confirmed by an X-ray analysis of one of the stereoisomers.
ATROPISOMERISM IN POLYMERS. SCREW-SENSE SELECTIVE POLYMERIZATION OF ISOCYANIDES BY INHIBITING THE GROWTH OF ONE ENANTIOMER OF A RACEMIC PAIR OF HELICES.
Kamer,Cleij,Nolte,Harada,Hezemans,Drenth
, p. 1581 - 1587 (2007/10/02)
The authors describe a method for the preparation of a polymer with an excess of either left- or right-handed helices, starting from an achiral isocyanide. To this end, they added a slowly polymerizing optically active isocyanide as comonomer to a rapidly polymerizing achiral isocyanide. CD spectra and optical rotation indicate that the screw sense of the resulting polymer samples is opposite to the one preferred by the homopolymer of the optically active comonomer. A mechanism is proposed according to which the optically active comonomer is preferentially incorporated in one of the two helices formed from the achiral isocyanide, viz. the one that corresponds to its own homopolymer.
