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The Baylis-Hillman chemistry in aqueous media: a convenient synthesis of 2-methylenealkanoates and alkanenitriles

  • Basavaiah, Deevi
  • Kumaragurubaran, Nagaswamy
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Publication date
January 2001
Icon DOI
10.1016/S0040-4039(00)01967-5
Publisher
Elsevier Science

Abstract

A convenient, general and efficient synthesis of 2-methylenealkanoates and alkanenitriles is accomplished via the regioselective nucleophilic (S<SUB>N</SUB>2') addition of hydride ion from NaBH<SUB>4</SUB> to (2Z)-2-(bromomethyl)alk-2-enoates and 2-(bromomethyl)alk-2-enenitriles respectively in the presence of DABCO in environment friendly aqueous media. Synthesis of two hypoglycemic agents is also described

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