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The Wittig reaction with 2-deoxysugars: the role of triphenyl and trialkyltin halides

Authors :
Concetta Imperatore
Ernesto Fattorusso
Alfonso Mangoni
Valeria Costantino
Costantino, Valeria
Fattorusso, Ernesto
Imperatore, Concetta
Mangoni, Alfonso
Source :
Tetrahedron Letters. 42:8185-8187
Publication Year :
2001
Publisher :
Elsevier BV, 2001.

Abstract

The application of the Wittig reaction to prepare chain-extended polyols starting from protected 2-deoxysugars has been investigated. The standard conditions cause alcohol elimination from the deoxysugar, leading to a diene. Triphenyl and tributyltin halides have been found to prevent alcohol elimination, so that the expected alkene is produced.

Details

ISSN :
00404039
Volume :
42
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi.dedup.....f5a6aba5fbc453c0a69136543be12934