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- W3163611788 endingPage "108338" @default.
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- W3163611788 abstract "Reductive cleavage of methyl 3,4-O-benzylidene-α-L-fucopyranosides with BH3·THF-TfOH and NaCNBH3-TfOH systems resulted in enhanced reaction rates and selectivity compared to BH3·THF-Bu2BOTf. With this latter system, the nature of the O-2 substituent exerted a clear control on the reactivity but practically did not affect the regioselectivity. With TfOH the direction of cleavage was determined, as expected, by the configuration of the acetal carbon atom, but slightly influenced by its competitive epimerization. Protic conditions provided higher regioselectivity in the openings of the exo isomers, affording a useful approach to the practical synthesis of 3-O-benzyl ethers." @default.
- W3163611788 created "2021-05-24" @default.
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- W3163611788 date "2021-07-01" @default.
- W3163611788 modified "2023-09-26" @default.
- W3163611788 title "Experimental observations on the reductive cleavage of endo and exo 3,4-O-benzylidene fucopyranoside derivatives" @default.
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- W3163611788 doi "https://doi.org/10.1016/j.carres.2021.108338" @default.
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