A multicomponent approach for the preparation of homoallylic alcohols

Here we report the in situ generation of transient allylic boronic species, by reacting TMSCHN(2) and E-vinyl boronic acids, followed by their subsequent trapping with aldehydes as electrophiles to yield homoallylic alcohols. This metal-free reaction was initially discovered by the use of a flow che...

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Detalles Bibliográficos
Autores principales: Poh, Jian-Siang, Lau, Shing-Hing, Dykes, Iain G., Tran, Duc N., Battilocchio, Claudio, Ley, Steven V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5134730/
https://www.ncbi.nlm.nih.gov/pubmed/28042466
http://dx.doi.org/10.1039/c6sc02581a
Descripción
Sumario:Here we report the in situ generation of transient allylic boronic species, by reacting TMSCHN(2) and E-vinyl boronic acids, followed by their subsequent trapping with aldehydes as electrophiles to yield homoallylic alcohols. This metal-free reaction was initially discovered by the use of a flow chemistry approach to generate a variety of homoallylic alcohols in a straightforward fashion and then transferred to a batch protocol.

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