An enantioselective synthesis of the potent squalene synthase inhibitor (+)-zaragozic acid C is described. Zaragozic acid C constitutes one member of a family of natural products which possess a unique, highly functionalized 2,8-dioxabicyclo (3.2.1) octane core. An efficient route has been delineated which allows for the preparation of multigram quantities of this structural unit. Conversion of the bicyclooctane to the target molecule requires installing three carboxylic acids at C(8), C(9), and C(10), which has been accomplished by simultaneous oxidation of the corresponding tri-aldehyde. Additional highlights and supporting studies from this work include: (1) the use of (Cr(OAC);The design and preparation of novel nitridomanganese(V) Schiff base-derived complexes which function as nitrogen atom-transfer reagents for olefin amination has been described. X-ray crystallography has been employed to establish the structures of these unique Mn... |