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Updated: Sep 2, 2025

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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Published on: February 6, 2019

Single-atom logic for heterocycle editing.

Justin Jurczyk¹, Jisoo Woo^2,3, Sojung F Kim^1,3

¹Department of Chemistry, University of California, Berkeley, CA, USA.

Nature Synthesis

|August 8, 2022

Summary

This summary is machine-generated.

This review introduces single-atom skeletal editing, a novel molecular editing technique for efficiently modifying complex molecules. This method enables precise, late-stage chemical transformations crucial for drug discovery and medicinal chemistry.

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Area of Science:

Organic Chemistry
Medicinal Chemistry
Synthetic Chemistry

Background:

New synthetic methods are vital for advancing medicinal chemistry.
Drug discovery demands concise and chemoselective chemical transformations.
Molecular editing allows for atom-by-atom modification of molecules.

Purpose of the Study:

To define and categorize single-atom skeletal editing reactions.
To focus on heterocycles for their importance in medicinal chemistry.
To present a classification system for these transformations.

Main Methods:

Review of historical and recent examples of single-atom skeletal editing.
Focus on transformations applicable to cyclic and acyclic compounds, particularly heterocycles.
Categorization based on the type of skeletal editing achieved.

Main Results:

Proposal of a definition and classification for single-atom skeletal editing.
Highlighting of methods that enable mild and selective late-stage synthetic modifications.
Demonstration of the applicability to heterocyclic systems.

Conclusions:

Single-atom skeletal editing represents a promising subclass of molecular editing.
This approach offers precise control for modifying complex molecular structures.
Further development in this field is encouraged for medicinal chemistry applications.