Domino alkylation/oxa-Michael of 1,3-cyclohexanediones: steering the C/O-chemoselectivity to reach tetrahydrobenzofuranones.

Org Biomol Chem

Laboratoire des Fonctions Azotées et Oxygénées Complexes de l'IRCOF, CNRS UMR 6014 & FR 3038, Université de Rouen, Mont Saint-Aignan, 76130, France.

Published: October 2011

An unprecedented domino synthesis of tetrahydrobenzofuran-4-ones is described implicating chemoselective alkylation of various 1,3-cyclohexanediones with bromocrotonate or crotonitrile followed by oxa-Michael cyclization. Further transformations of this core to reach molecular diversity are also presented.

Download full-text PDF

Source
http://dx.doi.org/10.1039/c1ob05923hDOI Listing

Publication Analysis

Top Keywords

domino alkylation/oxa-michael
4
alkylation/oxa-michael 13-cyclohexanediones
4
13-cyclohexanediones steering
4
steering c/o-chemoselectivity
4
c/o-chemoselectivity reach
4
reach tetrahydrobenzofuranones
4
tetrahydrobenzofuranones unprecedented
4
unprecedented domino
4
domino synthesis
4
synthesis tetrahydrobenzofuran-4-ones
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!