Strategic Disconnections in Retrosynthetic Analysis from Pattern Recognition

An Applied Approach

Claudio Trombini

• Publisher: Academic Press
• Year: 2025
• eBook ISBN:
  9780443365430
• Topic: Physical Sciences
• Subtopic: Inorganic Chemistry

Strategic Disconnections in Retrosynthetic Analysis from Pattern Recognition: An Applied Approach introduces retrosynthetic analysis through strategic disconnection methods. It prioritizes disconnections of general structures characterized by specific functionalization patterns or structural motifs like stereogenic centers or bicyclic frameworks. Numerous examples from carefully selected literature illustrate each strategic disconnection, organized by functional or structural pattern, selected disconnection, and polar, radical, or concerted reaction pathways. Developing a deep understanding of these examples enhances 3D visualization skills, critical reasoning, and expertise in synthetic strategies.The book offers insights into advancements in organic synthesis over the last 50 years, with cases of varying complexity from curated literature. Readers can focus on examples that align with their interests or lab work, each case referenced for easy access to primary information. It is ideal for graduate and postdoc students in organic chemistry and synthesis and researchers in industry. Advanced undergraduate students with a solid organic chemistry foundation may also find it beneficial. - Provides clear schematizations and organized teaching materials in well-structured chapters that are designed to aid students in the retention of information and its application to specific problems - Collects over a thousand examples drawn from the literature, explaining each single concept - Encourages students to handle molecules from a 3D stereochemical perspective and observe structural patterns that are often overlooked - Suggests alternative synthetic strategies

Table of contents

• Title of Book
• Chapter 1 Chemical synthesis as design and construction of molecular architectures: a brief history
• Chapter 2 Organic synthesis: basic concepts, definitions, classification of synthetic steps, and retrosynthetic analysis
• Chapter 3 One-group disconnections: alkanes, ethers, thioethers, secondary and tertiary amines
• Chapter 4 One-group disconnections: target molecules containing one carbon-heteroatom single or multiple bond
• Chapter 5 One-group disconnections: target molecules containing one carbon–carbon multiple bond
• Chapter 6 Two-group disconnections: bifunctional compounds containing two carbon-heteroatom bonds, characterized by a Functionality Span of 3
• Chapter 7 Two-group disconnections: bifunctional compounds containing two carbon-heteroatom bonds with functionality span values of 2, 4, and 5
• Chapter 8 Two-group disconnections: bifunctional compounds containing two carbon–carbon multiple bonds (dienes, diynes, and enynes)
• Chapter 9 Two-group disconnections: bifunctional compounds containing both one carbon-heteroatom bond and one carbon–carbon multiple bond (enones, unsaturated alcohols, etc.)
• Chapter 10 Structural pattern recognition in retrosynthetic analysis
• Chapter 11 Ring-guided retrosynthetic analysis of cyclic compounds
• Chapter 12 Synthesis of optically active target molecules
• Chapter 13 One-pot multistep reactions
• Chapter 14 Organic synthesis in the 21st century
• Index