Synthesis of pyranotropanes via enantioselective deprotonation strategy

Article abstract of DOI:10.1016/S0040-4039(00)73063-2

Synthesis of tropane alkaloids darlingine, chalcostrobamine and isobellendine both in the racemic form and as unnatural enantiomers is described. Enantiomselective deprotonation of tropinone, which proceeded with ca 90% ee, was the key step in each of the syntheses. Enantioselectivity was increased in the presence of LiCl.