Iodine-promoted Prins-cyclization of ketones-a facile synthesis of spirocyclic-4-iodo-tetrahydropyrans and 5, 6-dihydro-2 H-pyrans

Yadav, J. S. ; Subba Reddy, B. V. ; Hari Krishna, V. ; Swamy, T. ; Narayana Kumar, G. G. K. S. (2007) Iodine-promoted Prins-cyclization of ketones-a facile synthesis of spirocyclic-4-iodo-tetrahydropyrans and 5, 6-dihydro-2 H-pyrans Canadian Journal of Chemistry, 85 (6). pp. 412-415. ISSN 0008-4042

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Official URL: http://www.nrcresearchpress.com/doi/abs/10.1139/v0...

Related URL: http://dx.doi.org/10.1139/v07-048

Abstract

Homoallylic and homopropargylic alcohols undergo smooth coupling with ketones in the presence of molecular iodine at ambient temperature to produce spirocyclic-4-iodotetrahydropyrans and 5,6-dihydro-2H-pyrans, respectively, in high yields in a short reaction time with high selectivity. The use of molecular iodine makes this procedure quite simple, more convenient, and cost-effective.

Item Type:Article
Source:Copyright of this article belongs to NRC Research Press.
Keywords:Prins-cyclization; Iodine; Homopropargylic Alcohol; Spirocyclic-4-iodopyrans
ID Code:62943
Deposited On:24 Sep 2011 04:53
Last Modified:24 Sep 2011 04:53

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