Tetrahedron Letters p. 1633 - 1636 (1998)
Update date:2022-08-02
Topics:
Nelson, Adam
Warren, Stuart
Oxidation of diastereomerically pure diphenylphosphinoyl furans [e.g. 4-benzyloxy-2-diphenylphosphinoyl 1-(2'-furyl) octan-1-ol] with m-CPBA, followed by reduction with sodium borohydride, gives triols with four stereochemically controlled stereogenic centres. (E)-Selective Horner-Wittig elimination removes the middle two stereogenic centres to yield diols with 1,5-related stereogenic centres across a trans double bond.
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