Search results for "Phase synthesis"
showing 10 items of 64 documents
ChemInform Abstract: Asymmetric Synthesis Using Polymer-Immobilized Proline Derivatives
2012
Stereoselective Combinatorial Ugi-Multicomponent Synthesis on Solid Phase
2000
Solid Phases as Protective Environments for Biomimetic Catalysts
2014
Stereocontrolled solid-phase synthesis of fluorinated partially-modified retropeptides via tandem aza-Michael/enolate-protonation
2003
N-Acylation of Wang resin-bound l-α-amino acids with 2-trifluoromethyl-propenoyl chloride, followed by asymmetric tandem aza-Michael/enolate-protonation by a series of l-α-amino esters and final release from the resin, afforded a representative library of partially-modified retropeptides incorporating a stereodefined trifluoroalanine surrogate. The stereocontrol can be dramatically improved (up to 15:1) by using apolar solvents like carbon tetrachloride and DABCO as base.
ChemInform Abstract: Solution and Fluorous Phase Synthesis of β,β-Difluorinated 1-Amino-1-cyclopentane Carboxylic Acid Derivatives.
2009
An efficient protocol for the preparation of β,β-difluorinated 1-amino-1-cyclopentane carboxylic acid derivatives was developed. 2,2-Difluro-4-phenyl-3-butenoic acid 6 was used as substrate for the preparation of the starting vinyl difluoro imino esters 8. The key steps of this methodology rely on the chemo- and diastereoselective addition of allylzinc bromides over the iminic functionality of 8 and subsequent RCM reaction. This synthetic sequence was successfully applied to fluorous synthesis.
Carbohydrates as Polyfunctional Scaffolds in Combinatorial Synthesis
2006
Carbohydrates are inexpensive, polyfunctional molecules which contain a high density of stereogenic centers. Taking advantage of these particular properties monosaccharides like glucose or mannose have been used for the construction of peptidomimetics which simulate recognition sites of somatostatin or RGD ligands of integrins. Due to their poly functionality, carbohydrates are considered promising scaffolds for combinatorial syntheses either in solution or on solid phase. The application of carbohydrate scaffolds, however, requires sets of orthogonally stable, selectively removable protecting groups, and the challenge in this combinatorial strategy increases with increasing number of hydro…
Solid-Phase Synthesis of Oligo(p-benzamide) Foldamers
2006
[reaction: see text] A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.