Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
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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 -