A diastereoselective synthesis of 4-azidotetrahydropyrans via the Prins-cyclization

Yadav, J. S. ; Subba Reddy, B. V. ; Maity, Tapas ; Narayana Kumar, G. G. K. S. (2007) A diastereoselective synthesis of 4-azidotetrahydropyrans via the Prins-cyclization Tetrahedron Letters, 48 (40). pp. 7155-7159. 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.2007.07.195

Abstract

A three component coupling of aldehydes, homoallylic alcohols and sodium azide is achieved in the presence of trifluoroacetic acid in dichloromethane to produce 4-azidotetrahydropyran derivatives in high yields with all cis-selectivity. The use of trifluoroacetic acid makes this procedure simple and cost-effective.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prins-cyclization; Sodium Azide; Homoallylic Alcohol; 4-azidotetrahydropyrans
ID Code:58859
Deposited On:02 Sep 2011 03:27
Last Modified:02 Sep 2011 03:27

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