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Remote 1,6‐Stereocontrol by Iminium‐mediated Organocatalytic Events
Author(s) -
Lear Martin J.,
Hayashi Yujiro
Publication year - 2013
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201300590
Subject(s) - iminium , nucleophile , scope (computer science) , organocatalysis , chemistry , amine gas treating , ionic liquid , combinatorial chemistry , key (lock) , catalysis , sulfur , organic chemistry , enantioselective synthesis , computer science , computer security , programming language
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?