Catalytic  Z ‐Selective Cross‐Metathesis with Secondary Silyl‐ and Benzyl‐Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis | Zendy

Mann Tyler J. | Zendy; Speed Alexander W. H. | Zendy; Schrock Richard R. | Zendy; Hoveyda Amir H. | Zendy

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Catalytic Z ‐Selective Cross‐Metathesis with Secondary Silyl‐ and Benzyl‐Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis

Author(s) -

Mann Tyler J.,

Speed Alexander W. H.,

Schrock Richard R.,

Hoveyda Amir H.

Publication year - 2013

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.201302538

Subject(s) - allylic rearrangement , silylation , catalysis , natural product , alkyne , metathesis , olefin fiber , combinatorial chemistry , chemistry , organic chemistry , polymerization , polymer

Get me a Z (olefin) : 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.

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