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The dimesitylboron group in organic synthesis 1. Introduction.

✍ Scribed by Andrew Pelter; Bakthan Singaram; Lorraine Williams; John W. Wilson

Book ID
104216976
Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
260 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

The bulky dimesitylboron group encourages the formation of an o-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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