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A multicomponent approach for the preparation of homoallylic alcohols.

ABSTRACT: Here we report the in situ generation of transient allylic boronic species, by reacting TMSCHN2 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.

SUBMITTER: Poh JS

PROVIDER: S-EPMC5134730 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature

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A multicomponent approach for the preparation of homoallylic alcohols.

Poh Jian-Siang JS Lau Shing-Hing SH Dykes Iain G IG Tran Duc N DN Battilocchio Claudio C Ley Steven V SV

Chemical science 20160708 11

Here we report the in situ generation of transient allylic boronic species, by reacting TMSCHN2 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. ...[more]

PMID: 28042466

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