The Baylis-Hillman chemistry in aqueous media: A convenient synthesis of 2-methylenealkanoates and alkanenitriles
The Baylis-Hillman chemistry in aqueous media: A convenient synthesis of 2-methylenealkanoates and alkanenitriles
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Date
2001-01-15
Authors
Basavaiah, Deevi
Kumaragurubaran, Nagaswamy
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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. © 2001 Elsevier Science Ltd.
Description
Keywords
2-Methylenealkanoates,
Alkanenitriles,
Baylis-Hillman chemistry,
Regioselectivity
Citation
Tetrahedron Letters. v.42(3)