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.

Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers / A. BOSCHETTI, L. PANZA, F. RONCHETTI, G. RUSSO, L. TOMA. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - 1988:12(1988), pp. 3353-3357.

Synthesis of ketofuranosides by epoxidation-ring closure of enol ethers

F. RONCHETTI;G. RUSSO
Penultimo
;
1988

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.
Settore BIO/10 - Biochimica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/176048
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