Total Synthesis and Absolute Configuration of (-)-Anthoplalone.
We report the total synthesis of the cytotoxic agent (-)-anthoplalone and the determination of its absolute stereochemistry. The cyclopropane moiety was prepared using a nonracemic bicyclic chloroallyl phosphonamide anion addition to tert-butyl 3,3-dimethyl acrylate. Several pathways were studied to secure the E-trisubstituted olefin of the left part of the molecule.
Hanessian
Stephen
S
Department of Chemistry, Université de Montréal, C.P. 6128, Succursale Centre-ville, Montréal, Québec H3C 3J7 Canada.
Cantin
Louis-David
LD
Andreotti
Daniele
D