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

Basavaiah, Deevi ; Kumaragurubaran, Nagaswamy (2001) The Baylis-Hillman chemistry in aqueous media: a convenient synthesis of 2-methylenealkanoates and alkanenitriles Tetrahedron Letters, 42 (3). pp. 477-479. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)01967-5

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Baylis-hillman Chemistry; Regioselectivity; 2-methylenealkanoates; Alkanenitriles
ID Code:3852
Deposited On:18 Oct 2010 09:36
Last Modified:18 Oct 2010 09:36

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