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Total Synthesis of the Salicylate Enamide Macrolide Oximidine III: Application of Relay Ring‐Closing Metathesis
Author(s) -
Wang Xiang,
Bowman Emma Jean,
Bowman Barry J.,
Porco John A.
Publication year - 2004
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.200460042
Subject(s) - ring closing metathesis , alkene , metathesis , stereochemistry , closing (real estate) , chemistry , ring (chemistry) , combinatorial chemistry , biochemistry , organic chemistry , polymerization , political science , law , catalysis , polymer
The vacuolar‐type (H + )‐adenosine triphosphatase inhibitor oximidine III and its enamide and epoxide stereoisomers have been synthesized enantioselectively. A relay ring‐closing metathesis (RCM) strategy was employed to facilitate the macrocyclization of a well‐defined substrate possessing two differentially functionalized RCM alkene partners (see scheme).
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