Synthesis of Novel Sterically Demanding Carbo- and Heterocyclic β-Ketoesters

doi:10.3390/11050357

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Molecules 2006, 11(5), 357-364; doi:10.3390/11050357

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Synthesis of Novel Sterically Demanding Carbo- and Heterocyclic β-Ketoesters

Marko D. Mihovilovic* , Thomas C. M. Fischer and Peter Stanetty

Vienna University of Technology – Institute of Applied Synthetic Chemistry, Getreidemarkt 9/163-OC, A-1060 Vienna, Austria

* Author to whom correspondence should be addressed.

Received: 16 December 2005; in revised form: 10 February 2006 / Accepted: 12 February 2006 / Published: 10 May 2006

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Abstract: We present an easy method for the synthesis of β-ketoesters starting from variouscarbocyclic and heterocyclic carboxylic acids and esters. The β-ketoester side-chain wasintroduced by a sequence involving α-deprotonation and quenching with CO₂, conversion tothe corresponding acid chloride and subsequent chain elongation using deprotonated ethylacetate.

Keywords: Chain elongation; β-ketoesters; ethyl acetate; heterocyclic esters

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MDPI and ACS Style

Mihovilovic, M.D.; Fischer, T.C.M.; Stanetty, P. Synthesis of Novel Sterically Demanding Carbo- and Heterocyclic β-Ketoesters. Molecules 2006, 11, 357-364.

AMA Style

Mihovilovic MD, Fischer TCM, Stanetty P. Synthesis of Novel Sterically Demanding Carbo- and Heterocyclic β-Ketoesters. Molecules. 2006; 11(5):357-364.

Chicago/Turabian Style

Mihovilovic, Marko D.; Fischer, Thomas C.M.; Stanetty, Peter. 2006. "Synthesis of Novel Sterically Demanding Carbo- and Heterocyclic β-Ketoesters." Molecules 11, no. 5: 357-364.

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