Tetrahedron

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

…, S Aravind, GN Kumar, C Madhavi, AC Kunwar

Index: Yadav; Reddy, B.V. Subba; Aravind; Kumar, G.G.K.S. Narayana; Madhavi; Kunwar Tetrahedron, 2008 , vol. 64, # 13 p. 3025 - 3031

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Citation Number: 35

Abstract

Three-component coupling of carbonyl compounds, homoallylic alcohols, and nitriles has been achieved using 20mol% 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.