A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL

A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL

A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL: A great improvement in the synthesis of 1,2:5,6-di-O-isopropylidene-D-mannitol (2) using D-mannitol (1) as starting material, is described. The acetalation of (1) was performed in acetone in the presence of zinc chloride as catalyst t...

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Autores principales: ALVARENGA,ELSON SANTIAGO DE, TEIXEIRA CARNEIRO,VÂNIA MARIA, OLIVEIRA SILVÉRIO,FLAVIANO, ARGOLO SALIBA,WILLIAM
Lenguaje:English
Publicado: Sociedad Chilena de Química 2006
Materias:
D-mannitol
acetal
zinc chloride
acetalation
diacetonide
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000300013
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spelling oai:scielo:S0717-970720060003000132006-11-16A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOLALVARENGA,ELSON SANTIAGO DETEIXEIRA CARNEIRO,VÂNIA MARIAOLIVEIRA SILVÉRIO,FLAVIANOARGOLO SALIBA,WILLIAM D-mannitol acetal zinc chloride acetalation diacetonide A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL: A great improvement in the synthesis of 1,2:5,6-di-O-isopropylidene-D-mannitol (2) using D-mannitol (1) as starting material, is described. The acetalation of (1) was performed in acetone in the presence of zinc chloride as catalyst to give (2) in 87% yield. Some studies on the acetal stability were carried out to explain the high yields. High field NMR spectra were obtained and assignment of all signals was accomplished with the aid of double irradiation, difference NOE and HETCOR spectrainfo:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.51 n.3 20062006-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000300013en10.4067/S0717-97072006000300013
institution Scielo Chile
collection Scielo Chile
language English
topic D-mannitol
acetal
zinc chloride
acetalation
diacetonide
spellingShingle D-mannitol
acetal
zinc chloride
acetalation
diacetonide
ALVARENGA,ELSON SANTIAGO DE
TEIXEIRA CARNEIRO,VÂNIA MARIA
OLIVEIRA SILVÉRIO,FLAVIANO
ARGOLO SALIBA,WILLIAM
A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
description A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL: A great improvement in the synthesis of 1,2:5,6-di-O-isopropylidene-D-mannitol (2) using D-mannitol (1) as starting material, is described. The acetalation of (1) was performed in acetone in the presence of zinc chloride as catalyst to give (2) in 87% yield. Some studies on the acetal stability were carried out to explain the high yields. High field NMR spectra were obtained and assignment of all signals was accomplished with the aid of double irradiation, difference NOE and HETCOR spectra
author ALVARENGA,ELSON SANTIAGO DE
TEIXEIRA CARNEIRO,VÂNIA MARIA
OLIVEIRA SILVÉRIO,FLAVIANO
ARGOLO SALIBA,WILLIAM
author_facet ALVARENGA,ELSON SANTIAGO DE
TEIXEIRA CARNEIRO,VÂNIA MARIA
OLIVEIRA SILVÉRIO,FLAVIANO
ARGOLO SALIBA,WILLIAM
author_sort ALVARENGA,ELSON SANTIAGO DE
title A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
title_short A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
title_full A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
title_fullStr A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
title_full_unstemmed A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL
title_sort high yield synthesis of 1,2:5,6-di-o-isopropylidene-d-mannitol
publisher Sociedad Chilena de Química
publishDate 2006
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000300013
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