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Iron‐Catalyzed Asymmetric Olefin cis ‐Dihydroxylation with 97 % Enantiomeric Excess
Author(s) -
Suzuki Ken,
Oldenburg Paul D.,
Que Lawrence
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705061
Subject(s) - dihydroxylation , olefin fiber , catalysis , chemistry , enantioselective synthesis , ligand (biochemistry) , stereochemistry , enantiomer , enantiomeric excess , diol , medicinal chemistry , polymer chemistry , organic chemistry , biochemistry , receptor
Big cis ‐ster : The use of an ( R , R )‐bipyrrolidine backbone with two α‐methylpyridine pendant arms affords a tetradentate N 4 ligand that coordinates an iron center with cis‐ α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H 2 O 2 and cis ‐2‐heptene to afford a cis ‐diol product in very high enantioselectivity.