Synthesis of (±)-depentylperhydrohistrionicotoxin
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2383-2386
- https://doi.org/10.1039/p19830002383
Abstract
Palladium (0)-catalysed cyclisation of 3-acetoxy-1-(4-aminoalkyl) cyclohexenes provides convenient access to the 1-azaspiro [5.5] undecane ring system found in the histrionicotoxins. Hydroboration of the 7-butyl derivative (4; R1= Bun, R2= H) and oxidation of the purified borane adduct with trimethyl-amine oxide afforded N-benzyldepentylperhydrohistrionicotoxin, which was readily converted into (±)-depentylperhydrohistrionicotoxin by hydrogenolysis over palladium–carbon.This publication has 0 references indexed in Scilit: