# Enantioselective Michael Spirocyclization of Palladium Enolates

**Authors:** Christian Santiago Strong, Peng-Jui Chen, Sanzhar Bissenali, William A. Goddard III, Brian M. Stoltz

PMC · DOI: 10.1021/acscatal.5c02758 · 2025-07-06

## TL;DR

A new chemical reaction is developed to create complex 3D carbon structures with high precision.

## Contribution

A novel enantioselective Michael spirocyclization of palladium enolates is introduced.

## Key findings

- The reaction forms adjacent all-carbon quaternary and tertiary stereocenters efficiently.
- Quantum mechanics calculations reveal the mechanism and stereoselectivity origins.

## Abstract

We report an enantioselective and diastereoselective
Michael spirocyclization
reaction of tetrasubstituted palladium enolates. This allows for the
formation of adjacent all-carbon quaternary and tertiary stereocenters
in good yield, dr, and ee. Various subsequent cyclization reactions
enable access to a diverse range of tricyclic scaffolds. The mechanism
of this transformation and the origins of stereoselectivity are investigated
via quantum mechanics calculations.

## Full-text entities

- **Chemicals:** carbon (MESH:D002244), Palladium Enolates (-)

## Figures

8 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12854706/full.md

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Source: https://tomesphere.com/paper/PMC12854706