Catalytic Z-selective cross-metathesis with secondary silyl- and benzyl-protected allylic ethers: mechanistic aspects and applications to natural product synthesis.

نویسندگان

  • Tyler J Mann
  • Alexander W H Speed
  • Richard R Schrock
  • Amir H Hoveyda
چکیده

Citation Mann, Tyler J., Alexander W. H. Speed, Richard R. Schrock, and Amir H. Hoveyda. “Catalytic Z-Selective Cross-Metathesis with Secondary Silyland Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis.” Angewandte Chemie International Edition 52, no. 32 (August 5, 2013): 8395-8400. As Published http://dx.doi.org/10.1002/anie.201302538 Publisher Wiley Blackwell

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The Z-selective cross metathesis of allylic-substituted olefins is explored with recently developed ruthenium-based metathesis catalysts. The reaction proceeds with excellent stereoselectivity for the Zisomer (typically >95%) and yields of up to 88% for a variety of allylic substituents. This includes the first synthesis of Z-a,b-unsaturated acetals by cross metathesis and their elaboration to ...

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عنوان ژورنال:
  • Angewandte Chemie

دوره 52 32  شماره 

صفحات  -

تاریخ انتشار 2013