Borane-Catalysed Hydroboration of Alkynes and Alkenes

Ang, Nate W.J. and Buettner, Cornelia S. and Docherty, Scott and Bismuto, Alessandro and Carney, Jonathan R. and Docherty, Jamie H. and Cowley, Michael J. and Thomas, Stephen P. (2018) Borane-Catalysed Hydroboration of Alkynes and Alkenes. Synthesis (Germany), 50 (4). pp. 803-808. ISSN 0039-7881

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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.

Item Type:
Journal Article
Journal or Publication Title:
Synthesis (Germany)
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1605
Subjects:
?? ALKENESALKYNESBORANECATALYSISHYDROBORATIONMAIN-GROUPCATALYSISORGANIC CHEMISTRY ??
ID Code:
205249
Deposited By:
Deposited On:
26 Sep 2023 14:55
Refereed?:
Yes
Published?:
Published
Last Modified:
02 Nov 2023 11:20