Remote Stereocontrol in the Synthesis of Acyclic 1,4-Diols and 1,4‑Aminoalcohols from 2‑Sulfinyl Dienes
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The highly diastereoselective conjugate addition of alcohols and amines (RXH) to enantiopure 2-sulfinyl dienes renders transient allylic sulfoxides which undergo sulfoxide–sulfenate rearrangement and sulfenate cleavage providing 2-ene-1,4-diols and 2-ene-1,4-aminoalcohols with up to 99:1 dr. The method allows for the generation of two stereocenters in a single synthetic operation with remote chirality transfer of one center into the other.
创建时间：
2014-10-03
