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Peptidomimetics via Iminium Ion Chemistry on Solid Phase: Single, Fused, and Bridged Heterocycles
(Springer Berlin Heidelberg, 2015-12)
Iminium ion chemistry represents a versatile transformation capable of introducing structurally diverse constraints into peptide backbones. The compatibility of iminium ion chemistry with traditional solid-phase peptide ...
Peptidomimetics via Iminium Ion Chemistry on Solid Phase: Single, Fused, and Bridged Heterocycles
(Springer, 2015)
Iminium ion chemistry represents a versatile transformation capable of introducing structurally diverse constraints into peptide backbones. The compatibility of iminium ion chemistry with traditional solid-phase peptide ...
Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
(American Chemical Society, 2014-02)
The stereoselective synthesis of 1,2,11,11atetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)- one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is ...
Polymer-Supported Stereoselective Synthesis of Tetrahydro-2H-oxazolo[3,2-a]pyrazin-5(3H)-ones from N-(2-Oxo-ethyl)-Derivatized Dipeptides via Eastbound Iminiums
(American Chemical Society, 2013-02)
Polymer-supported N-(2-oxo-ethyl)-derivatized Ser/Thr/Cys-containing dipeptides were synthesized and subjected to acid-mediated tandem N-acylium ion cyclization−nucleophilic addition to yield tetrahydro-2H-oxazolo- ...
Solid-phase synthesis of fused 1,4-diazepanone peptidomimetics via tandem N-iminium ion cyclization-nucleophilic addition
(Pergamon-Elsevier Science Ltd, 2015-09)
We herein describe the solid-phase synthesis of protected N-oxoalkyl-derivatized peptides designed for subsequent acid-mediated, tandem N-acyliminium ion cyclization-nucleophilic addition reaction. The target compounds ...
Creation of quaternary stereocenters by the addition of allyltributyltin to chiral cyclic N-acyliminium ions
(Pergamon-elsevier Science LtdOxfordInglaterra, 2000)
From Amino Acids to Nature-Inspired Molecular Scaffolds: Incorporation of Medium-Sized Bridged Heterocycles into a Peptide Backbone
(American Chemical Society, 2014-10)
Novel molecular scaffolds comprising two to four bridged and fused heterocycles were synthesized from amino acids using seven-membered endocyclic N-acyliminium ions as key intermediates in acid-mediated tandem reactions ...
Regioselective Incorporation of Backbone Constraints Compatible with Traditional Solid-Phase Peptide Synthesis
(American Chemical Society, 2012-12)
A protected aldehyde was attached via a twocarbon spacer to a peptide backbone amide nitrogen during a traditional Merrifield solid-phase synthesis. Acid-mediated unmasking of the aldehyde triggered the regioselective ...
Gas-phase polar [4(+)+2] cycloaddition of cationic 2-azabutadienes with enol ethers
(Elsevier Science BvAmsterdamHolanda, 2001)
Addition of silylated carbon nucleophiles to iminium and cyclic N-acyliminium ions promoted by InCl3
(Pergamon-elsevier Science LtdOxfordInglaterra, 2000)