Nitroaldol Reaction - Limitations

Limitations

One of the main drawbacks of the Henry Reaction is the potential for side reactions throughout the course of the reaction. Aside from the reversibility of the reaction (Retro-Henry) which could prevent the reaction from proceeding, the β-nitro alcohol has the potential to undergo dehydration, and for sterically hindered substrates it is possible that a base catalyzed self-condensation (Cannizaro reaction) could occur. A general scheme of the Cannizzaro reaction is depicted below.

Read more about this topic:  Nitroaldol Reaction

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