Preparation of Alkylmagnesium Reagents from Alkenes through Hydroboration and Boron-Magnesium Exchange

摘要

For more than 100 years organomagnesium compounds have been one of the most important synthetic tools for the construction of C—C bonds in both academia and industry. However, their most important formation method, the direct synthesis by insertion of magnesium metal into the C—X bond of alkyl halides, involves highly reactive radical intermediates that may lead to undesired homocoupling products or other side reactions. Unfortunately, these side reactions become more problematic with bulky alkyl groups, long alkyl chains, or substrates containing multiple protected functionalities.