Stereoselectivity in the electrophile-promoted cyclizations of a hydroxyolefin derived from arabinose. Synthesis of a phosphonate isostere of β-(=D)-arabinose-1, 5-diphosphate |
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| Authors: | Allen B Reitz Samuel O Nortey Bruce E Maryanoff |
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| Institution: | Chemical Research Department, McNeil Pharmaceutical Spring House, Pennsylvania 19477 USA |
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| Abstract: | Cyclization of droxyolefin 3, either with NBS or Hg(OAc)2, gives predominantly the β isomer of a -arabinofuranoside structure. Carbohydrate phosphonate 1 was synthesized from bromide 4a in six steps. |
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