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- W2762415511 abstract "Upon reaction with either molecular oxygen or di-tert-butylperoxide in the presence of a simple copper(I) salt and an alcohol, a range of 1,2-azaborines readily exchange B-alkyl or B-aryl moieties for B-alkoxide fragments. This transformation allows alkyl and aryl groups to serve for the first time as removable protecting groups for the boron position of 1,2-azaborines during reactions that are not compatible with the easily modifiable B-alkoxide moiety. This reaction can be applied to synthesize a previously inaccessible BN isostere of ethylbenzene, a compound of interest in biomedical research. A sequence of epoxide ring opening using N-deprotonated 1,2-azaborines followed by an intramolecular version of the boron deprotection reaction can be applied to access the first examples of BN isosteres of dihydrobenzofurans and benzofurans, classes of compounds that are important to medicinal chemistry and natural product synthesis." @default.
- W2762415511 created "2017-10-20" @default.
- W2762415511 creator A5051922492 @default.
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- W2762415511 date "2017-10-11" @default.
- W2762415511 modified "2023-10-12" @default.
- W2762415511 title "A Boron Protecting Group Strategy for 1,2-Azaborines" @default.
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- W2762415511 doi "https://doi.org/10.1021/jacs.7b09491" @default.
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