CeCl3·7H2O/AcCl-catalyzed Prins-Ritter reaction sequence: a novel synthesis of 4-amido tetrahydropyran derivatives

Yadav, J. S. ; Subba Reddy, B. V. ; Narayana Kumar, G. G. K. S. ; Madhusudhan Reddy, G. (2007) CeCl3·7H2O/AcCl-catalyzed Prins-Ritter reaction sequence: a novel synthesis of 4-amido tetrahydropyran derivatives Tetrahedron Letters, 48 (28). pp. 4903-4906. 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.2007.05.056

Abstract

Homoallylic alcohols, carbonyl compounds and nitriles undergo a smooth tandem Prins-Ritter type cyclization in the presence of CeCl3·7H2O/AcCl at ambient temperature to produce 4-amido tetrahydropyrans in high yields with all cis-selectivity. Spirocyclic 4-amido tetrahydropyrans are obtained in the case of cyclic ketones.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prins-cyclization; Cerium Reagents; Amido Tetrahydropyrans
ID Code:58882
Deposited On:02 Sep 2011 03:26
Last Modified:02 Sep 2011 03:26

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