Stereospecific synthesis of syn-α-oximinoamides by a three-component reaction of isocyanides, syn-chlorooximes, and carboxylic acids

Tracey Pirali; Riccardo Mossetti; Simona Galli; Gian Cesare Tron

doi:10.1021/ol201397x

Stereospecific synthesis of syn-α-oximinoamides by a three-component reaction of isocyanides, syn-chlorooximes, and carboxylic acids

Org Lett. 2011 Jul 15;13(14):3734-7. doi: 10.1021/ol201397x. Epub 2011 Jun 13.

Authors

Tracey Pirali¹, Riccardo Mossetti, Simona Galli, Gian Cesare Tron

Affiliation

¹ Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Università degli Studi del Piemonte Orientale A. Avogadro, Via Bovio 6, 28100 Novara, Italy. pirali@pharm.unipmn.it

PMID: 21667987
DOI: 10.1021/ol201397x

Abstract

A stereospecific multicomponent reaction among isocyanides, syn-chlorooximes, and carboxylic acids provides an efficient synthesis of biologically relevant syn-α-oximinoamides.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemical synthesis*
Amides / chemistry
Carboxylic Acids / chemical synthesis*
Carboxylic Acids / chemistry
Fluorescent Dyes / chemical synthesis*
Fluorescent Dyes / chemistry
Hydrocarbons, Chlorinated / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Nitriles / chemical synthesis*
Nitriles / chemistry
Oximes / chemistry*
Stereoisomerism

Substances

Amides
Carboxylic Acids
Fluorescent Dyes
Hydrocarbons, Chlorinated
Nitriles
Oximes