# Stereoselective palladium-catalyzed carboetherification of cyclopropenes via a tethering strategy

## TL;DR

This paper introduces a new palladium-catalyzed method to create complex cyclopropane structures with high selectivity and efficiency.

## Contribution

The first stereoselective carboetherification of cyclopropenes using a palladium-catalyzed tethering strategy.

## Key findings

- The reaction produces pentasubstituted spirocyclopropanes as single diastereoisomers.
- It is compatible with various functional groups and can be scaled up to gram quantities.
- Product modifications are possible through acid-mediated ring-opening or by accessing free alcohols and amines.

## Abstract

Highly functionalized cyclopropanes are often sought after chemical motifs as building blocks in synthetic and medicinal chemistry. However, their stereoselective synthesis using catalytic methods remains a challenge. Herein we report the first carboetherification of cyclopropenes using a palladium-catalyzed tethering strategy. This reaction was compatible with various functional groups, and could be performed using aryl, alkynyl and vinyl coupling partners. The carboetherification proceeded in a stereoselective manner imparted by the trifluoromethylated tether and afforded pentasubstituted spirocyclopropanes as single diastereoisomers, extending significantly the scope of metal-catalyzed difunctionalization of strained alkenes. This process could be easily scaled up to a gram scale, and product modifications were enabled either by acid mediated ring-opening or by accessing free alcohols and amines.

We report a Pd-catalyzed carboetherification of cyclopropenes using a tethering strategy. This reaction produces single diastereomers of highly functionalized spirocyclic cyclopropanes in one step from cyclopropenes.