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Research Funding:

National Institute of General Medical Sciences : NIGMS

We appreciate the financial support provided by the National Institutes of Health (GM 059384) and the National Science Foundation (CHE-0450779).

A Cycloaddition Protocol for the Assembly of the Hexacyclic Framework Associated with the Kopsifoline Alkaloids


Journal Title:

Organic Letters


Volume 8, Number 22


, Pages 5141-5144

Type of Work:

Article | Post-print: After Peer Review


An approach to the hexacyclic framework of the kopsifoline alkaloids has been developed and is based on a Rh(II)-catalyzed cyclization-cycloaddition cascade. The resulting [3+2]-cycloadduct was readily converted into the TBS enol ether 23. Oxidation of the primary alcohol present in 23 followed by reaction with CsF afforded compound 24 that contains the complete hexacyclic skeleton of the kopsifolines.

Copyright information:

© 2006 American Chemical Society

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