Flavanoid Expoxides - XIII: Acid and Base Catalysed Reactions of 2'-Tostyloxychalcone epoxides. Mechanism of the Algar-Flynn-Oyamada Reaction
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|Title:||Flavanoid Expoxides - XIII: Acid and Base Catalysed Reactions of 2'-Tostyloxychalcone epoxides. Mechanism of the Algar-Flynn-Oyamada Reaction||Authors:||Gormley, T. R. (Thomas Ronan)
|Permanent link:||http://hdl.handle.net/10197/6996||Date:||1973||Online since:||2015-09-09T09:39:48Z||Abstract:||2'-Tosyloxychalcon.e epoxide (6a) on reaction with alkali gave flavonol (4a) while similar treatment of 6'-methoxy-2'-tosyloxychalcone·epoxide (6b), both at room temperature and. at the boiling point of the reaction medium, afforded 5-methoxyaurone (5b). The latter result indicates that an epoxide is not an intermediate in the production of flavanols from 2'-hydroxy-6'-methoxychalcone epoxides on treatment with alkaline hydrogen peroxide (AFO Reaction) at the higher temperature. Epoxide 6a on treatment with boron trifluoride etherate gave a mixture of flavanonol and flavonol while epoxide 6b gave.formyldesoxybenzoin (9) under similar conditions.||Type of material:||Journal Article||Publisher:||Elsevier||Journal:||Tetrahedron||Volume:||29||Issue:||2||Start page:||369||End page:||373||Keywords:||Flavonol; Flavanonol; Oxidation||DOI:||10.1016/S0040-4020(01)93304-6||Language:||en||Status of Item:||Peer reviewed|
|Appears in Collections:||Agriculture and Food Science Research Collection|
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