Preparation of Functionalized Alkylmagnesium Reagents

2 Methods of Preparation of Crignard Reagents and their Uncatalyzed Reactions 1143 

Acyclic geminal diiodo-alkanes, such as 260 have been extensively studied by Hoffmann, in order to get a better understanding of the mechanism of I/Mg exchange and in the quest for a chiral Grignard reagent [134]. Although, these sys- 

Grignard reagents are useful intermediates for the synthesis of boronic acids and esters, but alkoxyborates B(MeO)3 and B(iPrO)3 have a reduced reactivity towards arylmagnesium halides at low temperatures and therefore lack of general applicability. In contrast, the more reactive methoxyboron pinacolate (MOBPin) 

287 is an excellent reagent for the introduction of a boronic ester moiety, allowing the synthesis of various functionalized heteroaryl- and arylboronic esters such as 

This two-step oxidation of a Grignard reagent to the corresponding phenol is a very important reaction. Ricci developed a methodology that allows the direct con- 

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