Abstract
(+)-Alstonlarsine A is a recently isolated monoterpenoid indole alkaloid, possessing
a novel pentacyclic skeleton and interesting biological activity, making it an attractive
target for synthetic chemists. In this article we focus on its total synthesis, grounded
on enamine formation/Diels–Alder reaction domino sequence, as well as a novel methodology
for indole C2 functionalization via carbenoid insertion, which could also allow for the synthesis of other indole alkaloids
possessing cycloalka[b]indole subunits.
1 Introduction
2 Diels–Alder Reaction
3 Methodology Studies
4 Total Synthesis of (+)-Alstonlarsine A by Bihelovic and Ferjancic
5 Total Synthesis of (+)-Alstonlarsine A by Zhai
6 Summary
Key words
alkaloid - Diels–Alder - domino reactions - natural products - total synthesis
