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Multistep Syntheses
• Grouping Chemical Reactions
• Retrosynthetic Analysis
• Reactions Requiring Both Functional-Group
Transformation and Skeletal Construction
• Extending the Retrosynthetic Approach: Alternative Routes
for Synthesizing more Complex Molecules
• Selecting the Best synthetic Route
• Criteria for Evaluating Synthetic Efficiency
• Real-World Synthetic Objectives
• Protecting Groups
• Practical Examples of Multistep Syntheses
Chapter 15
Multistep Syntheses
• Retrosynthetic Analysis
– Designing a synthesis by Working Backward
• Synthesis requires analysis, insight, intuition and a sound knowledge
of the reactivity of organic compounds
• Many correct answers, the only incorrect one is one that fails to
produce the desired compound
• Need to have reactions and reagent combinations at your finger tips
– Rational for Retrosynthetic Analysis
– Basic changes during a synthesis
– molecular skeleton: extend, connect, rearrange
– functional groups: interchange or transpose
– stereocenters: invert or transfer
Chapter 15
Multistep Syntheses