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Asymmetric Ring‐Closing Metathesis with a Twist
Author(s) -
Klare Hendrik F. T.,
Oestreich Martin
Publication year - 2009
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.200806254
Subject(s) - stereocenter , ring closing metathesis , metathesis , catalysis , stereochemistry , chemistry , salt metathesis reaction , denticity , molybdenum , combinatorial chemistry , crystallography , enantioselective synthesis , crystal structure , organic chemistry , polymer , polymerization
A double flip! The catalyst shown, with a molybdenum stereocenter and monodentate ligands ( Si =Si t BuMe 2 ), promotes asymmetric ring‐closing metathesis of a broad range of substrates. Its unprecedented activity originates from its structural fluxionality, which enables double inversion at the metal center in the course of a single catalytic cycle. The catalyst passed the test in a metathesis reaction en route to (+)‐quebrachamine (see scheme).
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