Mo-Based Complexes with Two Aryloxides and a Pentafluoroimido Ligand: Catalysts for Efficient Z-Selective Synthesis of a Macrocyclic Trisubstituted Alkene by Ring-Closing Metathesis
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Schrock_Mo-based.pdf
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Author(s)
Wang, Chenbo
Haeffner, Fredrik
Hoveyda, Amir H.
Schrock, Richard Royce
Alternative Title
Molybdenum-Based Complexes with Two Aryloxides and a Pentafluoroimido Ligand: Catalysts for Efficient Z-Selective Synthesis of a Macrocyclic Trisubstituted Alkene by Ring-Closing Metathesis
Date Issued
January 2013
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Wang, Chenbo, Fredrik Haeffner, Richard R. Schrock, and Amir H. Hoveyda. “Molybdenum-Based Complexes with Two Aryloxides and a Pentafluoroimido Ligand: Catalysts for Efficient Z -Selective Synthesis of a Macrocyclic Trisubstituted Alkene by Ring-Closing Metathesis.” Angewandte Chemie International Edition 52, no. 7 (February 11, 2013): 1939–1943.
Version
Author's final manuscript
Abstract
Olefin metathesis catalysts for controlling the formation of trisubstituted macrocyclic Z alkenes have been developed. The most effective complexes are Mo alkylidenes with a pentafluorophenylimido group and two large aryloxide ligands. The macrocyclic lactone precursor to anticancer agents epothilones B and D is obtained in 73% yield and 91% Z selectivity in less than 6 hours at room temperature.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1002/anie.201209180
