The Diels-Alder Reaction as a Key Step in Natural Product Synthesis

This volume explores the DielsAlder reaction, a cornerstone of organic chemistry, tracing its evolution from a classical synthesis tool to a versatile platform for constructing complex molecular architectures. It highlights the reactions historical significance, methodological advancements, and pivotal role in natural product synthesis. From its discovery in the early 20th century, the DielsAlder reaction revolutionized organic synthesis by enabling efficient formation of six-membered rings with remarkable stereoselectivity and regioselectivity. Over the decades, innovations such as asymmetric catalysis, organocatalysis, and inverse-electron-demand variants have expanded its scope, allowing precise synthesis of highly functionalized frameworks. The volume delves into biomimetic applications, showcasing how the reaction emulates biosynthesis pathways, bridging chemical synthesis and natural product biogenesis. It also examines the groundbreaking discovery of DielsAlderases, enzymes that catalyze pericyclic reactions in Nature, offering insights into biosynthesis and biocatalysis. Through detailed case studies, the volume illustrates the reactions strategic importance in tackling synthesis challenges posed by intricate natural products. Looking ahead, the volume discusses emerging applications in sustainable chemistry, photochemical activation, and enzyme engineering, emphasizing the adaptability and enduring relevance of this reaction. By integrating modern computational tools and cross-coupling strategies, the DielsAlder reaction continues to inspire innovation, solidifying its place as a cornerstone of chemical synthesis and retrosynthesis planning.

Provides a comprehensive and up-to-date review on the topic Written by a recognized authority in the field Is a part of a well-known series

Inhalt

Chapter 1 Introduction.- Chapter 2 From Discovery to Indispensable Tool (19271950s).-Chapter 3 Expansion into Complex Natural Products (1960s1970s).- Chapter 4 Advancement in Strategies (1980s).- Chapter 5 Methodological Advances: The Era of the Intramolecular DielsAlder Reaction (1990s).- Chapter 6 Complex Architectures and Novel Approaches (2000s).- Chapter 7 Expanding Frontiers of DielsAlder Chemistry: Innovative Catalytic and Biomimetic Applications in Natural Product Synthesis (2010s).- Chapter 8 Recent Applications.