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

Authors :: Yadav, J.S.
Reddy, B.V. Subba
Kumar, G.G.K.S. Narayana
Reddy, G. Madhusudhan
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jul2007, Vol. 48 Issue 28, p4903-4906. 4p.
Publication Year :: 2007
Abstract: 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. [Copyright &y& Elsevier]

Subjects :: *ALCOHOLS (Chemical class)
*CARBONYL compounds
*PYRAN
*RING formation (Chemistry)

Language :: English
ISSN :: 00404039
Volume :: 48
Issue :: 28
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 25409744
Full Text :: https://doi.org/10.1016/j.tetlet.2007.05.056

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