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- W2046331362 abstract "Abstract Methoxymercuration of methyl 3,4-di- O -benzoyl-6-deoxy-2- O -toluene- p -sulphonyl-α- d - xylo -hex-5-enopyranoside (5) at room temperature with mercury(II) acetate afforded the direct product of addition (8) with mercury bonded to the exocyclic carbon atom. Acetylation of 8 gave the acyclic vinyl ether 11 , from which the methyl ketone 12 was prepared. On the other hand, treatment of the alkene 5 with phenylmercury acetate in boiling methanol gave the bis(glycos-6-yl)mercury compound 13 with inverted stereochemistry at the anomeric centre. This compound, on acetylation, gave the C-1 epimer (15) of compound 11 , together with the anomer (14) of the initial alkene 5 . Compounds 11 and 15 underwent methoxymercuration to give the acyclic adducts 16 and 17 , and these, together with the methyl ketone 12 , were tested as sources of functionalised cyclopentanes." @default.
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- W2046331362 date "1980-07-01" @default.
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- W2046331362 title "The methoxymercuration of a 6-deoxyhex-5-enopyranoside derivative and reactions of the products" @default.
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- W2046331362 doi "https://doi.org/10.1016/s0008-6215(00)85702-x" @default.
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