An efficient synthesis of radicinin analogues

Abstract

We describe herein an enantio- and diastereoselective total synthesis of two radicinin analogues 13 and 14. 13 has been subjected to biological tests, exhibiting the lowest toxicity of all radicinin analogues that have been investigated to date and it depresses the heart ventricular strip and histamine contraction. The key reaction to establish the radicinin skeleton is the reduction of the pseudo C2 symmetrical precursor 11 with the aid of TiCl4 and LiBH4. © 1995 Elsevier Science Ltd.