Strategies toward the Total Synthesis of Calyciphylline B‑type Alkaloids: A Computational Perspective Aided by DFT Analysis

Herein we describe
synthetic efforts toward the total synthesis
of calyciphylline B-type alkaloids. In the process, we disclose a
detailed DFT study of equilibrium geometries and transition states
that explains the stereochemical outcome during the formation of critical
intermediates. X-ray crystallographic analysis reveals interesting
conformational features in the naturally occurring deoxycalyciphylline
B and its synthetic congeners.