Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers

Anna Boschetti; Luigi Panza; Fiamma Ronchetti; Giovanni Russo; Lucio Toma

doi:10.1039/P19880003353

Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers

Anna Boschetti
, Luigi Panza
, Fiamma Ronchetti
, Giovanni Russo
, Lucio Toma

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

Abstract

Z- and E-Hydroxy enol ethers, obtained from aldoses, either by an elimination reaction followed by a reduction or by a Wittig-Horner reaction, have been epoxidized using m-chloroperbenzoic acid or the Sharpless' procedure to afford ketofuranosides. The stereochemistry of both the epoxidation and the subsequent cyclization are discussed.

Lingua originale	Inglese
pagine (da-a)	3353-3365
Numero di pagine	13
Rivista	Journal of the Chemical Society, Perkin Transactions 1
Numero di pubblicazione	12
DOI	https://doi.org/10.1039/P19880003353
Stato di pubblicazione	Pubblicato - 1988
Pubblicato esternamente	Sì

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10.1039/P19880003353

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title = "Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers",

abstract = "Z- and E-Hydroxy enol ethers, obtained from aldoses, either by an elimination reaction followed by a reduction or by a Wittig-Horner reaction, have been epoxidized using m-chloroperbenzoic acid or the Sharpless' procedure to afford ketofuranosides. The stereochemistry of both the epoxidation and the subsequent cyclization are discussed.",

author = "Anna Boschetti and Luigi Panza and Fiamma Ronchetti and Giovanni Russo and Lucio Toma",

year = "1988",

doi = "10.1039/P19880003353",

language = "English",

pages = "3353--3365",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

number = "12",

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T1 - Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers

AU - Boschetti, Anna

AU - Panza, Luigi

AU - Ronchetti, Fiamma

AU - Russo, Giovanni

AU - Toma, Lucio

PY - 1988

Y1 - 1988

N2 - Z- and E-Hydroxy enol ethers, obtained from aldoses, either by an elimination reaction followed by a reduction or by a Wittig-Horner reaction, have been epoxidized using m-chloroperbenzoic acid or the Sharpless' procedure to afford ketofuranosides. The stereochemistry of both the epoxidation and the subsequent cyclization are discussed.

AB - Z- and E-Hydroxy enol ethers, obtained from aldoses, either by an elimination reaction followed by a reduction or by a Wittig-Horner reaction, have been epoxidized using m-chloroperbenzoic acid or the Sharpless' procedure to afford ketofuranosides. The stereochemistry of both the epoxidation and the subsequent cyclization are discussed.

UR - https://www.scopus.com/pages/publications/12344304328

U2 - 10.1039/P19880003353

DO - 10.1039/P19880003353

M3 - Article

SN - 1472-7781

SP - 3353

EP - 3365

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 12

ER -

Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers

Abstract

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