# Development of the Synthesis of Desepoxy-Tedanolide C

## TL;DR

This paper describes a new synthetic route for desepoxy-tedanolide C and proposes a revised structure based on experimental findings.

## Contribution

A novel synthetic strategy for desepoxy-tedanolide C and a re-evaluated structural configuration of the compound.

## Key findings

- A Kiyooka aldol reaction was used to construct the tertiary alcohol core.
- A Julia–Kocienski olefination successfully installed the side chain.
- A detailed protecting group strategy and alternative retrosynthetic approaches were explored.

## Abstract

We are presenting
the development of our route for the total synthesis
of desepoxy-tedanolide C. Through the obtained analytical data, the
proposed structure of tedanolide C is questioned and a different configuration
for this natural product is proposed. Key steps of the synthesis are
a Kiyooka aldol reaction that builds up the tertiary alcohol flanked
by three oxygenated carbon atoms and two aldol reactions used for
fragment couplings. A Julia–Kocienski olefination was used
for installation of the side chain. Besides the successful synthesis,
the development for the protecting group setup of the southwestern
hemisphere is described in detail as well as another retrosynthetic
attempt for building up the target molecule.