Remote 1, 6-Stereocontrol by Iminium-mediated Organocatalytic Events.
MJ Lear, Y Hayashi - ChemCatChem, 2013 - search.ebscohost.com
MJ Lear, Y Hayashi
ChemCatChem, 2013•search.ebscohost.comControl freaks: Chiral amine catalysts prove to be highly proficient mediators in the
asymmetric, polyconjugate addition of C‐, N‐, and S‐based nucleophiles to acyclic dienals
and cyclic dienones. For high 1, 6‐selectivities, the stereo spatial matching of the molecular
orbitals and ionic charges of the reacting species are key. But can we widen the scope and
how far can we go with remote, iminium‐stereocontrol?
asymmetric, polyconjugate addition of C‐, N‐, and S‐based nucleophiles to acyclic dienals
and cyclic dienones. For high 1, 6‐selectivities, the stereo spatial matching of the molecular
orbitals and ionic charges of the reacting species are key. But can we widen the scope and
how far can we go with remote, iminium‐stereocontrol?
Abstract
Control freaks: Chiral amine catalysts prove to be highly proficient mediators in the asymmetric, polyconjugate addition of C‐, N‐, and S‐based nucleophiles to acyclic dienals and cyclic dienones. For high 1, 6‐selectivities, the stereo spatial matching of the molecular orbitals and ionic charges of the reacting species are key. But can we widen the scope and how far can we go with remote, iminium‐stereocontrol?
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