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;
1990-01-01
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.File in questo prodotto:
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