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Synthesis 2000; 2000(12): 1662-1664
DOI: 10.1055/s-2000-8213
short paper
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The Baylis-Hillman Reaction: One-Pot Stereoselective Synthesis of Methyl (2E)-3-Aryl-2-hydroxymethylprop-2-enoates

Deevi Basavaiah* , Kisari Padmaja, Tummanapalli Satyanarayana
  • *School of Chemistry, University of Hyderabad, Hyderabad-500 046, India; E-mail: dbsc@uohyd.ernet.in
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Publication Date:
31 December 2000 (online)

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A facile, simple and one-pot conversion of methyl 3-aryl-3-hydroxy-2-methylenepropanoates into methyl (2E)-3-aryl-2-hydroxymethylprop-2-enoates via the sequential treatment with acetic anhydride/trimethylsilyl trifluoromethanesulfonate (TMSOTf) and potassium carbonate/methanol is described.

Baylis-Hillman reaction - trimethylsilyl trifluoromethanesulfonate (TMSOTf) - methyl (2E)-3-aryl-2-hydroxymethylprop-2-enoates - one-pot stereoselective synthesis