Asymmetric Synthesis. 26. An Expeditious Enantioselective Synthesis of the Defense Alkaloids (-)-Euphococcinine and (-)-Adaline via the CN(R,S) Method

Article abstract of DOI:10.1021/jo00041a028

The unnatural enantiomer (-)-euphococcinine (2) and the natural enantiomer of (-)-adaline (3), two homotropane alkaloids, were each prepared in three steps from chiral (-)-2-cyano-6-oxazolopiperidine synthon 8 by the CN(R,S) method.The key steps of these