Indium-mediated allylation/propargylation of α-diazoketones: a facile synthesis of 1-bromo-2-alkyl- or 2-arylpent-4-en-2-ols

Yadav, J. S. ; Subba Reddy, B. V. ; Vishnumurthy, P. ; Biswas, Swapan Kr. (2007) Indium-mediated allylation/propargylation of α-diazoketones: a facile synthesis of 1-bromo-2-alkyl- or 2-arylpent-4-en-2-ols Tetrahedron Letters, 48 (38). pp. 6641-6643. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.07.136

Abstract

α-Diazoketones undergo smooth allylation with successive bromide insertion with allylindium bromide generated in situ from allyl bromide and indium metal to produce 1-bromo-2-alkyl- or 2-arylpent-4-en-2-ols in high yields. Addition of propargylindium bromide produces 1-bromo-2-alkyl-or 2-arylpent-4-yn-2-ols under similar conditions.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium Metal; α-diazoketones; Bromo-insertion; Allylation; Propargylation
ID Code:58812
Deposited On:02 Sep 2011 03:27
Last Modified:02 Sep 2011 03:27

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