✦ LIBER ✦

Solid-phase synthesis of modified oligopeptides via Passerini multicomponent reaction

✍ Scribed by Andrea Basso; Luca Banfi; Renata Riva; Paolo Piaggio; Giuseppe Guanti

Book ID: 104253152
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 133 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)00238-7

No coin nor oath required. For personal study only.

✦ Synopsis

Passerini multicomponent reaction of N-protected-a-aminoaldehydes, carboxylic acids and solid-supported isocyanides has been successfully performed on Lantern™. The initially formed N-protected-b-amino-a-acyloxyamides gave, by piperidine-promoted deprotection and concomitant acyl migration, b-acylamino-a-hydroxyamides which, by OH-oxidation and cleavage off the solid support, provided b-acylamino-a-oxoamides. Formation and disappearance of the isocyano group has been followed using photoacoustic IR spectroscopy, a fast, reliable and non-disruptive technique that has been successfully applied for the first time to macroscopic solid supports.

📜 SIMILAR VOLUMES

Multicomponent solution phase synthesis

Multicomponent solution phase synthesis of dehydroamino acid derivatives based on the Passerini reaction

✍ Sang Woong Kim; Shawn M. Bauer; Robert W. Armstrong 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 191 KB

We have synthesized a library of dehydroamino acid derivatives using a Passerini three component condensation reaction. A number of structurally diverse inputs were used, thus demonstrating a large tolerance of functionality for the key transformation.

ChemInform Abstract: Multicomponent Solu

ChemInform Abstract: Multicomponent Solution Phase Synthesis of Dehydroamino Acid Derivatives Based on the Passerini Reaction.

✍ S. W. KIM; S. M. BAUER; R. W. ARMSTRONG 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 24 KB 👁 1 views

Solid-phase synthesis of benzoxazoles vi

Solid-phase synthesis of benzoxazoles via mitsunobu reaction

✍ Fengjiang Wang; James R. Hauske 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 218 KB

AIbslBlmL-2-Amidophenol attached to a solid support can be converted to the corresponding benzoxazole by treatment with tdphenylphosphine and diathyl azodicarboxylate in THF at room temperature in high yield and purity. © 1997 l~lsevk~ ~¢~mc¢ Lt(L The synthesis and screening of small molecule combin

Novel Application of α-Azido Aldehydes i

Novel Application of α-Azido Aldehydes in Multicomponent Reactions: Synthesis of Triazolo-Fused Dihydrooxazinones via a Passerini Reaction–Dipolar Cycloaddition Strategy

✍ De Moliner, Fabio; Crosignani, Stefano; Galatini, Andrea; Riva, Renata; Basso, A 📂 Article 📅 2011 🏛 American Chemical Society 🌐 English ⚖ 730 KB

Solid-Phase Synthesis of Biaryls via the

Solid-Phase Synthesis of Biaryls via the Stille Reaction

✍ Forman, Frank W.; Sucholeiki, Irving 📂 Article 📅 1995 🏛 American Chemical Society 🌐 English ⚖ 678 KB

ChemInform Abstract: Highly Diastereosel

ChemInform Abstract: Highly Diastereoselective Synthesis of Modified Nucleosides via an Asymmetric Multicomponent Reaction.

✍ Arun K. Ghosh; Jorden Kass 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views