A straightforward concise synthesis of chiral non-racemic aliphatic alpha-boryl isocyanides, relay intermediates for boron-based bioactive molecules in multicomponent reactions, is presented. The short synthetic sequence comprises as key steps copper-catalysed asymmetric borylation of imines, simultaneous nitrogen formylation/boron-protecting group interconversion and the final formamide dehydration reaction.
Straightforward synthesis of chiral non-racemic α-boryl isocyanides / Fini, Francesco; Zanni, Alessandro; Introvigne, Maria Luisa; Stucchi, Mattia; Caselli, Emilia; Prati, Fabio. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 19:30(2021), pp. 6687-6691. [10.1039/d1ob00616a]
Straightforward synthesis of chiral non-racemic α-boryl isocyanides
Fini, Francesco
;Introvigne, Maria Luisa;Caselli, Emilia;Prati, Fabio
2021
Abstract
A straightforward concise synthesis of chiral non-racemic aliphatic alpha-boryl isocyanides, relay intermediates for boron-based bioactive molecules in multicomponent reactions, is presented. The short synthetic sequence comprises as key steps copper-catalysed asymmetric borylation of imines, simultaneous nitrogen formylation/boron-protecting group interconversion and the final formamide dehydration reaction.
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