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Abstract
The bulky dimesitylboron group encourages the formation of an α-carbanion from dimesitylalkylboranes by proton abstraction by a relatively hindered base, as compared with ate complex formation. It also stabilises the carbanion so formed. However the dimesitylboron group allows ate complex formation with unhindered bases, so allowing oxidative release of organic moieties from alkyldimesitylboranes. This desirable combination of properties has great potential for organic synthetic methodology.
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