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Borane-Catalysed Hydroboration of Alkynes and Alkenes

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Borane-Catalysed Hydroboration of Alkynes and Alkenes. / Ang, Nate W.J.; Buettner, Cornelia S.; Docherty, Scott et al.
In: Synthesis (Germany), Vol. 50, No. 4, 15.02.2018, p. 803-808.

Research output: Contribution to Journal/MagazineJournal articlepeer-review

Harvard

Ang, NWJ, Buettner, CS, Docherty, S, Bismuto, A, Carney, JR, Docherty, JH, Cowley, MJ & Thomas, SP 2018, 'Borane-Catalysed Hydroboration of Alkynes and Alkenes', Synthesis (Germany), vol. 50, no. 4, pp. 803-808. https://doi.org/10.1055/s-0036-1591719

APA

Ang, N. W. J., Buettner, C. S., Docherty, S., Bismuto, A., Carney, J. R., Docherty, J. H., Cowley, M. J., & Thomas, S. P. (2018). Borane-Catalysed Hydroboration of Alkynes and Alkenes. Synthesis (Germany), 50(4), 803-808. https://doi.org/10.1055/s-0036-1591719

Vancouver

Ang NWJ, Buettner CS, Docherty S, Bismuto A, Carney JR, Docherty JH et al. Borane-Catalysed Hydroboration of Alkynes and Alkenes. Synthesis (Germany). 2018 Feb 15;50(4):803-808. doi: 10.1055/s-0036-1591719

Author

Ang, Nate W.J. ; Buettner, Cornelia S. ; Docherty, Scott et al. / Borane-Catalysed Hydroboration of Alkynes and Alkenes. In: Synthesis (Germany). 2018 ; Vol. 50, No. 4. pp. 803-808.

Bibtex

@article{ec91aab9666543fcaa44a3d7221f10ae,
title = "Borane-Catalysed Hydroboration of Alkynes and Alkenes",
abstract = "Simple, commercially available borane adducts, H 3 B·THF and H 3 B·SMe 2, have been used to catalyse the hydroboration of alkynes and alkenes with pinacolborane to give the alkenyl and alkyl boronic esters, respectively. Alkynes and terminal alkenes underwent highly regioselective hydroboration to give the linear boronic ester products. Good functional group tolerance was observed for substrates bearing ester, amine, ether and halide substituents. This catalytic process shows comparable reactivity to transition-metal-catalysed hydroboration protocols.",
keywords = "alkenes, alkynes, borane, catalysis, hydroboration, main-group",
author = "Ang, {Nate W.J.} and Buettner, {Cornelia S.} and Scott Docherty and Alessandro Bismuto and Carney, {Jonathan R.} and Docherty, {Jamie H.} and Cowley, {Michael J.} and Thomas, {Stephen P.}",
year = "2018",
month = feb,
day = "15",
doi = "10.1055/s-0036-1591719",
language = "English",
volume = "50",
pages = "803--808",
journal = "Synthesis (Germany)",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "4",

}

RIS

TY - JOUR

T1 - Borane-Catalysed Hydroboration of Alkynes and Alkenes

AU - Ang, Nate W.J.

AU - Buettner, Cornelia S.

AU - Docherty, Scott

AU - Bismuto, Alessandro

AU - Carney, Jonathan R.

AU - Docherty, Jamie H.

AU - Cowley, Michael J.

AU - Thomas, Stephen P.

PY - 2018/2/15

Y1 - 2018/2/15

N2 - Simple, commercially available borane adducts, H 3 B·THF and H 3 B·SMe 2, have been used to catalyse the hydroboration of alkynes and alkenes with pinacolborane to give the alkenyl and alkyl boronic esters, respectively. Alkynes and terminal alkenes underwent highly regioselective hydroboration to give the linear boronic ester products. Good functional group tolerance was observed for substrates bearing ester, amine, ether and halide substituents. This catalytic process shows comparable reactivity to transition-metal-catalysed hydroboration protocols.

AB - Simple, commercially available borane adducts, H 3 B·THF and H 3 B·SMe 2, have been used to catalyse the hydroboration of alkynes and alkenes with pinacolborane to give the alkenyl and alkyl boronic esters, respectively. Alkynes and terminal alkenes underwent highly regioselective hydroboration to give the linear boronic ester products. Good functional group tolerance was observed for substrates bearing ester, amine, ether and halide substituents. This catalytic process shows comparable reactivity to transition-metal-catalysed hydroboration protocols.

KW - alkenes

KW - alkynes

KW - borane

KW - catalysis

KW - hydroboration

KW - main-group

UR - http://www.scopus.com/inward/record.url?scp=85041592973&partnerID=8YFLogxK

U2 - 10.1055/s-0036-1591719

DO - 10.1055/s-0036-1591719

M3 - Journal article

AN - SCOPUS:85041592973

VL - 50

SP - 803

EP - 808

JO - Synthesis (Germany)

JF - Synthesis (Germany)

SN - 0039-7881

IS - 4

ER -