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

Author(s)
Wang, Chenbo; Haeffner, Fredrik; Hoveyda, Amir H.; Schrock, Richard Royce
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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
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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.
Date issued
2013-01
URI
http://hdl.handle.net/1721.1/86095
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
14337851
1521-3773
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