TECHNOLOGY |
Beyond arylboronic acids, Co. has expanded its boron-based technology to aliphatic and vinylic boronic acids, based on... The move reflects the increasing interest in extending Suzuki coupling beyond only aryl partners to all types of carbon-carbon bond formations. The centerpiece of the chemistry is the hydroborating reagent di(isopropylprenyl)borane, which adds to the terminal carbon atom of terminal alkenes or terminal alkynes. When the intermediate is treated with aqueous formaldehyde, an alkyl- or vinylboronic acid is formed in yields of up to 86%, compared with only 25% by previous methods. All of the reactions--from preparing the reagent to generating the alkyl- or vinylboronic acids--take place in one pot. "The reaction looks difficult and complex on paper but is really easy and economical in practice," Co. says. |
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