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Highly Enantioselective Intermolecular Stetter Reaction of Simple Acrylates: Synthesis of α‐Chiral γ‐Ketoesters
Author(s) -
Wurz Nathalie E.,
Daniliuc Constantin G.,
Glorius Frank
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202432
Subject(s) - enantioselective synthesis , intermolecular force , substituent , carbene , chemistry , catalysis , combinatorial chemistry , organic chemistry , computational chemistry , molecule
Simple Stetter : A novel N‐heterocyclic carbene (NHC) was designed by combining an electron‐rich 2,6‐dimethoxy substituent and an underestimated yet promising chiral motif. With this NHC in hand, a highly enantioselective intermolecular Stetter reaction of simple acrylates was developed, yielding versatile α‐chiral γ‐ketoesters. This represents the first catalytic asymmetric route towards these valuable compounds (see scheme).