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Contents Vol 65(9)

Regioselective Addition of 1,3-Dicarbonyl Dianions to Carbonyl Compounds: One Pot Lactonization and Ketalization of δ-Hydroxy-β-keto Esters to Protected Pyrone Derivatives

Manas K. Ghorai A B , Sandipan Halder A and Sauvik Samanta A
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India.

B Corresponding author. Email: mkghorai@iitk.ac.in

Australian Journal of Chemistry 65(9) 1262-1270 https://doi.org/10.1071/CH12062
Submitted: 1 February 2012  Accepted: 16 February 2012   Published: 2 May 2012

Abstract

A simple and efficient strategy for the synthesis of 6-substituted-2-pyrone derivatives, by BF3·OEt2 mediated one pot cyclization and keto-protection of δ-hydroxy-β-keto esters, obtained via regioselective addition of 1,3-dicarbonyl dianion of ethyl acetoacetate to aldehydes and ketones is described.


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