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 effective deprotection.

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

FABRIS, Fabrizio;DE LUCCHI, Ottorino
2009-01-01

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 effective deprotection.
2009
50
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10278/25039
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