Asymmetric synthesis of the tricyclic core of cyathin diterpenoids via intramolecular Heck reaction
E Drège, G Morgant, D Desmaële
Index: Drege, Emmanuelle; Morgant, Georges; Desmaele, Didier Tetrahedron Letters, 2005 , vol. 46, # 42 p. 7263 - 7266
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Citation Number: 18
Abstract
The enantioselective synthesis of the ketones which displays the carbon core of NGF- inducing cyathane diterpenes is described. The key tricyclic trienone was assembled in 13 steps from Michael adduct via intramolecular Heck cyclization of the chiral triflate. The trienone was further elaborated into ketone through trimethylaluminum-promoted expansion of the C-ring with trimethylsilyldiazomethane.
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