Diphenylphosphinoylethylidene (DPE) acetals: an alternative protective strategy in glycochemistry

L Pellizzaro, A Tatibouët, F Fabris, P Rollin…

Index: Pellizzaro, Leonardo; Tatibouet, Arnaud; Fabris, Fabrizio; Rollin, Patrick; Lucchi, Ottorino De Tetrahedron Letters, 2009 , vol. 50, # 1 p. 101 - 103

Full Text: HTML

Citation Number: 3

Abstract

Diphenylphoshinoylethyne reacts with diols under basic conditions to produce cycloacetalic phosphine oxides. The reaction appears to be general and particularly effective with carbohydrate derivatives. The 2-(diphenylphoshinoyl) ethylidene (DPE) acetals produced are stable in acidic media while they can be cleaved under reductive and/or basic conditions: base-catalyzed transacetalization is a method of choice for their mild and ...