Studies Towards the Total Synthesis of Cycloaraneosene and Ophiobolin M: A General Strategy for the Construction of the 5− 8 Bicyclic Ring System

…, JP Cros, JE Pease, WG Whittingham…

Index: Ruprah, Parminder K.; Cros, Jean-Philippe; Pease, J. Elizabeth; Whittingham, William G.; Williams, Jonathan M. J. European Journal of Organic Chemistry, 2002 , # 18 p. 3145 - 3152

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Citation Number: 21

Abstract

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 ...

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