Ketones are converted to alkenes accompanied by carbon-carbon bond formation through the Wittig reaction. Alternatively, this same transformation can be accomplished through the addition of a Grignard reagent to the ketone followed by dehydration of the resulting alcohol.
Evaluate the four reactions below as to their potential for producing the alkene depicted in the box.
Which reaction sequence produces exclusively the product in the box?
Which reaction sequence produces NONE of the product in the box?
Which reaction sequences produce some of the compound in the box, accompanied by one or more isomeric compounds?