Intramolecular radical cyclization of silylacetylenic or olefinic α-iodo ketones: Application to the total synthesis of (±)-modhephene

Synthetic Studies on Tetracyclic Diquinane Lycopodium Alkaloids Magellanine, Magellaninone and Paniculatine

“…In 1999, the third member of this sub-family of Lycopodium alkaloids, (+)-paniculatine, was synthesized by Sha and coworkers for the first time [ 50 ]. This builds off their previous work involving the utilization of α-carbonyl radical cyclization reactions to efficiently construct complex natural products [ 51 , 52 , 53 ]. In their retrosynthetic analysis, they believed that the piperidine ring of 3 could be constructed from a 1,4-addition of an acetate fragment, followed by nitrogen insertion, utilizing methylamine as a linchpin ( Scheme 10 ).…”

Study on Debenzylation of Pentabenzylpentaza[3,3,3]Propellane

“…So, in the past few decades, it has attracted the interest of many chemists and biologists. [22][23][24] In 1981, Amos B. Simth and Paula J. Jerris [25] reported the total synthesis of modhephene for the first time. They obtained modhephene from β,γ-unsaturated ketone by acid-catalyzed rearrangement reaction after multi-step transformation (Figure 1).…”