An unexpected 1,2-hydride shift in phosphoric acid-promoted cyclodimerization of styrene oxides under solvent-free conditions. A synthetic route towards 2,4-disubstituted 1,3-dioxolanes

Please use this identifier to cite or link to this item: http://hdl.handle.net/10311/1026

Title:	An unexpected 1,2-hydride shift in phosphoric acid-promoted cyclodimerization of styrene oxides under solvent-free conditions. A synthetic route towards 2,4-disubstituted 1,3-dioxolanes
Authors:	Mazimba, O. Majinda, R.R. Masesane, I.B.
Keywords:	1,2-hydride Methoxy substituents
Issue Date:	2009
Publisher:	Elsevier Science Ltd, http://www.elsevier.com/locate/tetlet
Citation:	Mazimba, O. et al (2009) An unexpected 1,2-hydride shift in phosphoric acid-promoted cyclodimerization of styrene oxides under solvent-free conditions. A synthetic route towards 2,4-disubstituted 1,3-dioxolanes, Tetrahedron Letters, Vol. 50, No. 43, pp. 5927–5929
Abstract:	A 1,2-hydride shift in the phosphoric acid-promoted cyclodimerization of styrene oxide and its chloro derivatives under solvent-free conditions leading to 2,4-disubstituted 1,3-dioxolanes is described. Methoxy substituents on the aromatic ring of the styrene oxide prevent the 1,2-hydride shift reaction leading to substituted 1,4-dioxanes. A possible mechanism for the formation of the 1,3-dioxolanes is proposed.
URI:	http://hdl.handle.net/10311/1026
ISSN:	0040-4039
Appears in Collections:	Research articles (Dept of Chemistry)

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