Three-component, one-pot diastereoselective synthesis of 4-amidotetrahydropyrans via the Prins-Ritter reaction sequence

Yadav, J. S. ; Subba Reddy, B. V. ; Aravind, S. ; Narayana Kumar, G. G. K. S. ; Madhavi, C. ; Kunwar, A. C. (2008) Three-component, one-pot diastereoselective synthesis of 4-amidotetrahydropyrans via the Prins-Ritter reaction sequence Tetrahedron, 64 (13). pp. 3025-3031. ISSN 0040-4020

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

Related URL: http://dx.doi.org/10.1016/j.tet.2008.01.038

Abstract

Three-component coupling of carbonyl compounds, homoallylic alcohols, and nitriles has been achieved using 20 mol % of phosphomolybdic acid (PMA) at ambient temperature via the Prins-Ritter sequence to furnish 4-amidotetrahydropyrans in high yields with all cis selectivity. Spirocyclic-4-amidotetrahydropyrans are obtained using cyclic ketones.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prins-Ritter Sequence; Nitriles; Heteropolyacids; Amidotetrahydropyrans
ID Code:58908
Deposited On:02 Sep 2011 03:30
Last Modified:02 Sep 2011 03:30

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