Potassium enoxyborates

Allylation of potassium enoxyborates (11. 506)." This reaction can be used to prepare 1.4- and 1,5-diketones by allylation with 2,3-dichloropropene or 1,3-dichloro-2-butene followed by hydrolysis of the vinyl chloride group (9, 294). 

Potassium enoxyborates (9, 482). Reaction of 2-methylcyclohexanone (1) with potassium hydride at 25° and then with triethylborane generates the most stable enolate (2) with 90% regioselectivity, as judged by conversion to 4. Use of potassium... 

Despite the inherent increase in the rate of alkylation employing allyl iodides, such as 9 or 13, or allyl chlorides in the presence of potassium iodide in situ Finkelstein), the regioselectivity of the alkylation can be strongly influenced through the use of sterically hindered enolates. To overcome this sluggish reactivity of the allyl chloride Wichterle reagent, Negishi and coworkers developed a Pd-mediated allylation of enoxyborates that is not... 

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