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A multicomponent approach for the preparation of homoallylic alcohols. | LitMetric
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A multicomponent approach for the preparation of homoallylic alcohols.

Jian-Siang Poh Shing-Hing Lau Iain G Dykes Duc N Tran Claudio Battilocchio Steven V Ley

Chem Sci

Innovative Technology Centre , Department of Chemistry , University of Cambridge, Lensfield Road , Cambridge CB2 1EW , UK . Email: ; http://www.leygroup.ch.cam.ac.uk.

Published: November 2016

Here we report the generation of transient allylic boronic species, by reacting TMSCHN and -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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5134730PMC
http://dx.doi.org/10.1039/c6sc02581aDOI Listing

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