Unusual Course of the Reaction of Allyl Phosphine Oxides with the Grundmann Ketone

2014-08-25T13:59:32Z (GMT) by Katarzyna Sokolowska Rafal R. Sicinski

This article describes efficient preparation of isomeric allyl phosphine oxides possessing a protected cyclohexanediol fragment. Their base-catalyzed interconversions are examined and reactions with the Grundmann ketone provide an adduct containing the rearranged vinyl phosphine oxide moiety, instead of 19-norvitamin D3 analogs, the expected products of the Horner–Wittig process.

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CC BY 4.0