Reactivity in Chemistry

Carbonyl Addition

CO26. Additional Problems

Problem CO26.1.

Synthesize the following compounds starting from acetone.

   

 

Problem CO26.2.

Researchers are investigating cyclohexenone derivatives as potential inhibitors for esterases.  Below is a scheme for the synthesis of several of these derivatives.  Fill in the boxes with the appropriate intermediates or reagents.

 

Problem CO26.3.

Fill in the product or reagent for each of the following transformations. Remember there is always an acidic workup assumed.

 

Problem CO26.4.

Fill in the blanks in the following synthesis.  Includes addition to carbonyls (anionic nucleophiles).

 

Problem CO26.5.

Fill in the blanks in the following synthesis.  Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, ylides).

 

Problem CO26.6.

Fill in the blanks in the following synthesis.  Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates).

 

Problem CO26.7.

Fill in the blanks in the following synthesis.   Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, ylides).

 

Problem CO26.8.

Fill in the blanks in the following synthesis.   Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, conjugate additions, carboxyloid substitutions).

 

Problem CO26.9.

Fill in the blanks in the following synthesis.   Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, conjugate addition).

 

This site was written by Chris P. Schaller, Ph.D., College of Saint Benedict / Saint John's University (retired) with other authors as noted on individual pages.  It is freely available for educational use.

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Structure & Reactivity in Organic, Biological and Inorganic Chemistry by Chris Schaller is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported License

Send corrections to cschaller@csbsju.edu

 

This material is based upon work supported by the National Science Foundation under Grant No. 1043566.

Any opinions, findings, and conclusions or recommendations expressed in this material are those of the author(s) and do not necessarily reflect the views of the National Science Foundation.

 

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