# Fluorinated Solvents for Chemoselective Oxidations: A Strategy toward Synthetic Ideality in Natural Product Synthesis

## TL;DR

Using fluorinated solvents improves selective oxidation in natural product synthesis, reducing the need for protecting groups.

## Contribution

A fluorinated solvent strategy enables chemoselective oxidations in complex natural product synthesis.

## Key findings

- HFIP enables chemoselective oxidations even with oxidatively sensitive groups.
- The method mimics enzymatic pathways and reduces protecting group use.
- It enhances synthetic ideality in synthesizing ent-beyerane and ent-kaurane metabolites.

## Abstract

Late-stage catalytic oxidations of complex natural products
have
been shown to exhibit dramatically improved chemoselectivity through
the crucial use of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), even
in the presence of oxidatively sensitive groups, such as hydroxyls
and diols. This strategy reduced the need for protecting groups, effectively
mimicking enzymatic pathways, and substantially enhancing synthetic
ideality in the preparation of ent-beyerane and ent-kaurane metabolites.