An Efficient Substrate‐Controlled Approach Towards Hypoestoxide, a Member of a Family of Diterpenoid Natural Products with an Inside‐Out [9.3.1]Bicyclic Core | Zendy

McGrath Nicholas A. | Zendy; Lee Christopher A. | Zendy; Araki Hiroshi | Zendy; Brichacek Matthew | Zendy; Njardarson Jon T. | Zendy

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An Efficient Substrate‐Controlled Approach Towards Hypoestoxide, a Member of a Family of Diterpenoid Natural Products with an Inside‐Out [9.3.1]Bicyclic Core

Author(s) -

McGrath Nicholas A.,

Lee Christopher A.,

Araki Hiroshi,

Brichacek Matthew,

Njardarson Jon T.

Publication year - 2008

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.200804237

Subject(s) - bicyclic molecule , metathesis , product (mathematics) , natural product , ring closing metathesis , substrate (aquarium) , closing (real estate) , salt metathesis reaction , computer science , natural (archaeology) , combinatorial chemistry , chemistry , stereochemistry , organic chemistry , biology , polymerization , mathematics , law , political science , ecology , paleontology , geometry , polymer

The bicycle works : A versatile route to the verticillane family of natural products has been devised, utilizing a strategically rigidified relay ring‐closing metathesis reaction. The shape of the bicyclic product was used to stereoselectively control the bisepoxidation reaction towards hypoestoxide, a member of this natural product family.

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