Chapter 30: Retrosynthetic Analysis | Organic chemistry by Clayden – Greeves – Warren

Chapter 30: Retrosynthetic Analysis | Organic chemistry by Clayden – Greeves – Warren

HomeKemistryChapter 30: Retrosynthetic Analysis | Organic chemistry by Clayden – Greeves – Warren
Chapter 30: Retrosynthetic Analysis | Organic chemistry by Clayden – Greeves – Warren
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In this video we will explain retrosynthetic analysis. This is the organic chemistry book video series by Jonathan Clayden, Nick Greeves and Stuart Warren. This organic chemistry video tutorial focuses on Chapter 30 (Retrosynthetic Analysis).

Most of the chemistry you've learned so far has focused on reactions (questions like "What do you need to add to X to get Y?") or products (questions like "what will happen if X and Y react together? We now look at the starting materials (questions like "what do X and Y need to react together to create Z?"). We look at reverse reactions and we have a special symbol for a reverse reaction called a retrosynthetic arrow (the "implicit" arrow of logic).

One of the new skills you want to develop is understanding how a particular compound can be made. This involves “thinking backwards”: analyzing what key bonds are present in the target molecule and recognizing which reactions you know will cause one (or more). Usually there will be more than one solution, and your task at this stage is to select the one that is likely to give the highest return with the least effort; issues such as hazards and waste are also considered.

The constant goal of retrosynthetic analysis should be to reduce the molecule to building blocks of similar size and lower or similar complexity. This simplification must be continued until commercially available molecules are obtained. The two main operations in a retrosynthetic analysis are: 1) functional group interconversions (FIG) and 2) bond disconnections. Functional group interconversion (FGI) Many functional groups can be interconverted into each other, for example oxidation of an alcohol gives an aldehyde, further oxidation gives a carboxylic acid. Many organic transformations can be used to make FGI. Carbonyl groups are particularly useful in this regard. The reactivity of the carbonyl group can be masked during synthesis as a double bond (ozonolysis of FGI to aldehyde) or dioxolane until needed.

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