A Diels-Alder-based total synthesis of (-)-kainic acid.

J Org Chem

Département de Chimie Moléculaire (SERCO) CNRS, UMR-5250, ICMG FR-2607, Université Joseph Fourier BP-53, 38041 Grenoble Cedex 9, France.

Published: June 2012

An efficient synthesis of (-)-kainic acid, through a high-pressure-promoted Diels-Alder cycloaddition of a vinylogous malonate derived from 4-hydroxyproline, is described. The bicyclic adduct could be converted into the natural product with complete stereocontrol.

Download full-text PDF

Source
http://dx.doi.org/10.1021/jo300608gDOI Listing

Publication Analysis

Top Keywords

synthesis --kainic
8
--kainic acid
8
diels-alder-based total
4
total synthesis
4
acid efficient
4
efficient synthesis
4
acid high-pressure-promoted
4
high-pressure-promoted diels-alder
4
diels-alder cycloaddition
4
cycloaddition vinylogous
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!