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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 16
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Original Articles

Chemoselective Reduction and Transesterification of α-Keto Propargylic Esters Mediated by NaBH4 and CeCl3 · 7H2O

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Pages 2350-2358 | Received 22 Feb 2010, Published online: 14 Jun 2011
 

Abstract

An efficient one-pot synthesis of α -hydroxy propargylic esters by chemoselective reduction followed by transesterification using NaBH4 in combination with CeCl3 · 7H2O is described.

ACKNOWLEDGMENTS

One of the authors (Thangavel Saravanan) thanks Indian Institute of Technology (IIT) Madras and the University Grants Commission, India, for the fellowship. We thank the Sophisticated Analytical Instrumentation Facility (SAIF) and Department of Chemistry, IIT Madras, for NMR and mass analysis.

Notes

a Methyl 4-phenyl-2-oxobut-3-ynoate and ethyl 4-phenyl-2-oxobut-3-ynoate were synthesized according to the literature report.[ Citation 5 ]

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