Synthesis of novel sterically demanding carbo- and heterocyclic beta-ketoesters

Marko D Mihovilovic; Thomas C M Fischer; Peter Stanetty

doi:10.3390/11050357

Synthesis of novel sterically demanding carbo- and heterocyclic beta-ketoesters

Molecules. 2006 May 10;11(5):357-64. doi: 10.3390/11050357.

Authors

Marko D Mihovilovic¹, Thomas C M Fischer, Peter Stanetty

Affiliation

¹ Vienna University of Technology - Institute of Applied Synthetic Chemistry, Getreidemarkt 9/163-OC, A-1060 Vienna, Austria. mmihovil@ioc.tuwien.ac.at

Abstract

We present an easy method for the synthesis of beta-ketoesters starting from various carbocyclic and heterocyclic carboxylic acids and esters. The beta-ketoester side-chain was introduced by a sequence involving alpha-deprotonation and quenching with CO(2), conversion to the corresponding acid chloride and subsequent chain elongation using deprotonated ethyl acetate.

Publication types

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

MeSH terms

Esters
Heterocyclic Compounds / chemical synthesis*
Heterocyclic Compounds / chemistry
Molecular Structure

Substances

Esters
Heterocyclic Compounds