Selective reductive cleavage of 2,3-epoxybromides by the InCl3-NaBH4 reagent system

Ranu, Brindaban C. ; Banerjee, Subhash ; Das, Arijit (2004) Selective reductive cleavage of 2,3-epoxybromides by the InCl3-NaBH4 reagent system Tetrahedron Letters, 45 (46). pp. 8579-8581. ISSN 0040-4039

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

Related URL: http://dx.doi.org/10.1016/j.tetlet.2004.09.120

Abstract

A combination of sodium borohydride and a catalytic amount of indium(III) chloride in acetonitrile reduces 2,3-epoxybromides to the corresponding allylic alcohols in good yields involving reduction of the bromo moiety followed by selective C-O bond cleavage through a radical process. Several aromatic, cyclic and open-chain bromoepoxides successfully participated in this reaction.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium(III) Chloride; Sodium Borohydride; 2,3-epoxybromide; Allylic Alcohol; Reduction
ID Code:42128
Deposited On:02 Jun 2011 04:56
Last Modified:02 Jun 2011 04:56

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