The Baylis–Hillman chemistry in aqueous media: a convenient synthesis of 2-methylenealkanoates and alkanenitriles
D Basavaiah, N Kumaragurubaran
Index: Basavaiah, Deevi; Kumaragurubaran, Nagaswamy Tetrahedron Letters, 2001 , vol. 42, # 3 p. 477 - 479
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Citation Number: 59
Abstract
A convenient, general and efficient synthesis of 2-methylenealkanoates and alkanenitriles is accomplished via the regioselective nucleophilic (SN2′) addition of hydride ion from NaBH4 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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