Stereoselective synthesis of the isosteric bisphosphono analogue of β-D-fructose 2,6-bisphosphate

Francesco Nicotra; Luigi Panza; Giovanni Russo; Angelo Senaldi; Nedda Burlini; Paolo Tortora

doi:10.1039/C39900001396

Stereoselective synthesis of the isosteric bisphosphono analogue of β-D-fructose 2,6-bisphosphate

Francesco Nicotra, Luigi Panza, Giovanni Russo, Angelo Senaldi, Nedda Burlini, Paolo Tortora

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

The isosteric bisphosphono analogue 2 of β-D-fructose 2,6-bisphosphate has been synthesized exploiting the C-fructofuranoside 5, the free hydroxy group of which was converted into phosphonate via iodide; the methylphosphonic group at C-6 was introduced by Witti-Horner reaction of the aldehyde 9, prepared by selective deprotection and oxidation of the hydroxy group at C-6.

Lingua originale	Inglese
pagine (da-a)	1396-1397
Numero di pagine	2
Rivista	Chemical Communications
Numero di pubblicazione	20
DOI	https://doi.org/10.1039/C39900001396
Stato di pubblicazione	Pubblicato - 1990
Pubblicato esternamente	Sì

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10.1039/C39900001396

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abstract = "The isosteric bisphosphono analogue 2 of β-D-fructose 2,6-bisphosphate has been synthesized exploiting the C-fructofuranoside 5, the free hydroxy group of which was converted into phosphonate via iodide; the methylphosphonic group at C-6 was introduced by Witti-Horner reaction of the aldehyde 9, prepared by selective deprotection and oxidation of the hydroxy group at C-6.",

author = "Francesco Nicotra and Luigi Panza and Giovanni Russo and Angelo Senaldi and Nedda Burlini and Paolo Tortora",

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doi = "10.1039/C39900001396",

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T1 - Stereoselective synthesis of the isosteric bisphosphono analogue of β-D-fructose 2,6-bisphosphate

AU - Nicotra, Francesco

AU - Panza, Luigi

AU - Russo, Giovanni

AU - Senaldi, Angelo

AU - Burlini, Nedda

AU - Tortora, Paolo

PY - 1990

Y1 - 1990

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AB - The isosteric bisphosphono analogue 2 of β-D-fructose 2,6-bisphosphate has been synthesized exploiting the C-fructofuranoside 5, the free hydroxy group of which was converted into phosphonate via iodide; the methylphosphonic group at C-6 was introduced by Witti-Horner reaction of the aldehyde 9, prepared by selective deprotection and oxidation of the hydroxy group at C-6.

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Stereoselective synthesis of the isosteric bisphosphono analogue of β-D-fructose 2,6-bisphosphate

Abstract

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