Meta-chloroperbensoic acid can be used aa a mild and selective reagent for the removal of the O-propenyl group in the deprotection sequence of ally protected hydroxyl functions. Its use is illustrated in four synthetic pathways, leading, respectively, to methyl 3-O-acetyl-4- deoxy-6-O-(1-methoxy-1-methylethyl)-alfa-L-threo-4-hexenopyranoside, to methyl 2-O-acetyl-3,4,6-tri-O-methyl-alfa- and beta-D-galactopyranoside and to benzyl 6-O-allyl-3,4-O-isopropylidene-beta-D-galactopyranoside.

m-Chloroperbenzoic acid as a selective reagent for the removal of O-propenyl groups. Its use in the synthesis of some D-galactopyranoside and 4-deoxy-L-threo-4-hexenopyranoside derivatives

CATELANI, GIORGIO;D'ANDREA, FELICIA;
1990

Abstract

Meta-chloroperbensoic acid can be used aa a mild and selective reagent for the removal of the O-propenyl group in the deprotection sequence of ally protected hydroxyl functions. Its use is illustrated in four synthetic pathways, leading, respectively, to methyl 3-O-acetyl-4- deoxy-6-O-(1-methoxy-1-methylethyl)-alfa-L-threo-4-hexenopyranoside, to methyl 2-O-acetyl-3,4,6-tri-O-methyl-alfa- and beta-D-galactopyranoside and to benzyl 6-O-allyl-3,4-O-isopropylidene-beta-D-galactopyranoside.
Barili, Pl; Catelani, Giorgio; Bertozzi, D; D'Andrea, Felicia; Catelani, G.; Colonna, F; Corsetti, T.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/8231
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