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    Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder
    Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder
    Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder
    Ebook264 pages3 hours

    Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder

    By Michael B. Smith and John D'Angelo

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    About this ebook

    Designed to supplement existing organic textbooks, Hybrid Retrosynthesis presents a relatively simple approach to solving synthesis problems, using a small library of basic reactions along with the computer searching capabilities of Reaxys and SciFinder. This clear, concise guide reviews the essential skills needed for organic synthesis and retrosynthesis, expanding reader knowledge of the foundational principles of these techniques, whilst supporting their use via practical methodologies.

    Perfect for both graduate and post-graduate students, Hybrid Retrosynthesis provides new applied skills and tools to help during their organic synthesis courses and future careers, whilst simultaneously acting as useful resource for those setting tutorial and group problems, and as a helpful go-to guide for organic chemists involved in either industry or academia.

    • Ideal revision and hands on learning guide for organic synthesis
    • Clearly explains the principles and practice of retrosynthesis, which is often not covered in other books
    • Encourages readers to practice their synthetic knowledge supported by real life examples
    LanguageEnglish
    PublisherElsevier Science
    Release dateJul 7, 2015
    ISBN9780124115279
    Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder
    Author

    Michael B. Smith

    Michael B. Smith, University of Connecticut, is a world renowned author of leading organic textbooks.

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      Book preview

      Hybrid Retrosynthesis - Michael B. Smith

      Summary of Reactions in Chapter 8

      Chapter 1

      Disconnections and Synthesis

      This chapter briefly summarizes the theory of synthetic planning via Corey’s disconnection approach. Using simple examples, the need for a deep understanding a familiarity with organic reactions is clearly demonstrated. Finally, the necessary foundation for understanding the organization of the entire book is laid.

      Keywords

      Retrosynthesis; synthetic planning; disconnection; synthesis; functional group exchange; carbon-carbon bond

      Contents

      1.A The Disconnection Approach 1

      1.B Functional Group Exchange Reactions 13

      1.A The Disconnection Approach

      To many students, the study of organic chemistry is just a grueling test of memory where they are forced to memorize countless reactions, all apparently differentiated by the most innocuous details. When asked to use those reactions to prepare new molecules, which is known as synthesis, one must have the ability to remember and use those reactions for a specific ways. One important question that students ask is, why is it necessary to know so many reactions? In fact, it is not an unfair question. The incredible diversity of structures and functional groups that appear in synthetic targets make a detailed knowledge of reactions an absolute necessity. It is probably true that an understanding of so many different reactions can only be understood by years of study, accompanied by laboratory work.

      The diversity of structures leads to many synthesis problems because different carbon–carbon bonds must be made, and the incorporation of many different functional groups leads to different problems. One target molecule may contain several groups that are identical, such as a molecule with six different alcohol units, or three different ketone units. Such diversity makes synthesis virtually impossible without a thorough understanding of many different reactions, and why certain ones are better choices under specific conditions. It is therefore important to understand several different ways to make or incorporate the same functional group. On the plus side, a working knowledge of synthesis and protocols used to synthesize molecules can help with remembering reactions and also understanding them. Students in their first organic chemistry course often struggle with correlating the correct reaction and reagent with the correct functional group and may not appreciate this observation. This book attempts to fix this failure to see the forest through the trees, at least for those who have completed the two-semester organic chemistry sequence. To that end, the discussions in this book will provide a working library of common reactions and protocols used to synthesize

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