# Stereoselective Copper-Catalyzed Cross-Coupling of α-CF3-Allylboronic Acids with Diazoketones

**Authors:** Tautvydas Kireilis, Kálmán J. Szabó

PMC · DOI: 10.1021/acs.joc.4c02869 · 2025-01-30

## TL;DR

A copper-catalyzed reaction forms a specific carbon-carbon bond with high selectivity but has low yield.

## Contribution

A stereoselective method for forming C(sp3)–C(sp3) bonds using α-CF3-allylboronic acids and diazoketones.

## Key findings

- The reaction shows excellent regioselectivity and stereoselectivity via allylic rearrangement.
- A new allylic C(sp3)–C(sp3) bond is formed efficiently.
- The reaction suffers from poor yield, limiting its practicality.

## Abstract

We have studied copper-catalyzed cross-coupling of chiral
α-CF3-substituted allylboronic acids with α-diazoketones.
The reaction proceeds with excellent regioselectivity and stereoselectivity
via allylic rearrangement. The method is useful for formation a new
allylic C(sp3)–C(sp3) bond with high
selectivity. The poor yield is a limitation of this reaction.

## Figures

6 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11833876/full.md

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Source: https://tomesphere.com/paper/PMC11833876