Synthesis of cycloheptanoid natural products via tandem 5-exo cyclization/Claisen rearrangement process.

Authors:
Timo V Ovaska
Timo V Ovaska
Connecticut College
United States

ARKIVOC 2011 31;2011(5):34-44. Epub 2010 Oct 31.

Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, CT 06320,

This article describes the development of microwave-assisted oxyanionic 5-exo-dig cyclization-Claisen rearrangement sequence as a convenient "one-pot" route to a variety of seven-membered carbocyclic ring systems. This process was used as the key transformation for the construction of several natural products, including frondosins A, B, and C.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3327132PMC
October 2010

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