Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium.

The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately...

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Bibliographic Details
Main Authors: Donohoe, T, Harris, R, Burrows, J, Parker, J
Format: Journal article
Language:English
Published: 2006
Description
Summary:The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately confirm its structure. The natural product was then prepared by a short sequence of reactions that is exceptionally concise: the final route being just 13 linear steps and 19 chemical operations in total.