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Studies towards the total synthesis of cycloaraneosene and ophiobolin M: A general strategy for the construction of the 5-8 bicyclic ring system


Reference:

Ruprah, P. K., Cros, J. P., Pease, J. E., Whittingham, W. G. and Williams, J. M. J., 2002. Studies towards the total synthesis of cycloaraneosene and ophiobolin M: A general strategy for the construction of the 5-8 bicyclic ring system. European Journal of Organic Chemistry

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Abstract

The synthesis of the core unit of cycloaraneosene and ophiobolin M has been investigated, following a general strategy applicable to both 5-8 bicyclic systems. The synthetic strategy includes a ring-closing metathesis reaction to generate the central eight-membered ring as well as a palladium-mediated coupling of a Grignard reagent to introduce the exocyclic side-chain. The stereochemistry of the ring junction is also discussed and moderate diastereoselectivity has been achieved. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Details

Item Type Articles
CreatorsRuprah, P. K., Cros, J. P., Pease, J. E., Whittingham, W. G. and Williams, J. M. J.
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code5094
Additional InformationID number: ISI:000178079100008

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