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Enantioselective Modular Synthesis of 2,4‐Disubstituted Cyclopentenones by Iridium‐Catalyzed Allylic Alkylation
Author(s) -
Schelwies Mathias,
Dübon Pierre,
Helmchen Günter
Publication year - 2006
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.200503945
Subject(s) - iridium , tsuji–trost reaction , enantioselective synthesis , alkylation , enantiomer , catalysis , metathesis , allylic rearrangement , chemistry , combinatorial chemistry , ruthenium , stereochemistry , organic chemistry , polymer , polymerization
Classy combo : Together, the asymmetric iridium‐catalyzed allylic alkylation and ruthenium‐catalyzed ring‐closing metathesis lead to an efficient synthesis of chiral cyclopentenones (see scheme). One example is the synthesis of the antitumor agent TEI‐9826 with high enantiomeric purity.