Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis
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546Mann et al. Text 22 copy.pdf
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Author(s)
Mann, Tyler J.
Speed, Alexander W. H.
Hoveyda, Amir H.
Schrock, Richard Royce
Date Issued
June 2013
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Mann, Tyler J., Alexander W. H. Speed, Richard R. Schrock, and Amir H. Hoveyda. “Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis.” Angewandte Chemie International Edition 52, no. 32 (August 5, 2013): 8395-8400.
Version
Original manuscript
Abstract
Efficient catalytic cross-metathesis reactions that afford Z-disubstituted allylic silyl or benzyl ethers are reported (see scheme, MAP=monoalkoxide pyrrolide). The approach, in combination with catalytic cross-coupling, provides a general entry to otherwise difficult-to-access alkyne-containing Z olefins.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1002/anie.201302538
