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2 article(s) from Willcox, Dominic R

Group 13 exchange and transborylation in catalysis

Dominic R. Willcox and
Stephen P. Thomas

Beilstein J. Org. Chem. 2023, 19, 325–348, doi:10.3762/bjoc.19.28

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Graphical Abstract

Scheme 1: Group 13 exchange.

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Scheme 2: Borane-catalysed hydroboration of alkynes and the proposed mechanism.

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Scheme 3: a) Borane-catalysed hydroboration of alkenes and the proposed mechanism. b) H-B-9-BBN-catalysed dou...

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Scheme 4: a) Amine-borane-catalysed C‒H borylation of heterocycles and the proposed mechanism. b) Benzoic aci...

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Scheme 5: Bis(pentafluorophenyl)borane-catalysed dimerisation of allenes and the proposed mechanism.

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Scheme 6: Alkoxide-promoted hydroboration of heterocycles and the proposed mechanism.

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Scheme 7: Borane-catalysed reduction of indoles and the proposed mechanism.

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Scheme 8: H-B-9-BBN-catalysed hydrocyanation of enones and the proposed mechanism.

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Scheme 9: Borane-catalysed hydroboration of nitriles and the proposed mechanism.

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Scheme 10: Myrtanylborane-catalysed asymmetric reduction of propargylic ketones and the proposed mechanism.

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Scheme 11: H-B-9-BBN-catalysed C–F esterification of alkyl fluorides and the proposed mechanism.

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Scheme 12: H-B-9-BBN-catalysed 1,4-hydroboration of enones and the proposed mechanism.

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Scheme 13: Boric acid-promoted reduction of esters, lactones, and carbonates and the proposed mechanism.

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Scheme 14: H-B-9-BBN-catalysed reductive aldol-type reaction and the proposed mechanism.

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Scheme 15: H-B-9-BBN-catalysed diastereoselective allylation of ketones and the Ph-BBD-catalysed enantioselect...

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Scheme 16: H-B-9-BBN-catalysed C–F arylation of benzyl fluorides and the proposed mechanism.

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Scheme 17: Borane-catalysed S‒H borylation of thiols and the proposed mechanism.

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Scheme 18: Borane-catalysed hydroalumination of alkenes and allenes.

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Scheme 19: a) Aluminium-catalysed hydroboration of alkynes and example catalysts. b) Deprotonation mechanistic...

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Scheme 20: Aluminium-catalysed hydroboration of alkenes and the proposed mechanism.

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Scheme 21: Aluminium-catalysed C–H borylation of terminal alkynes and the proposed mechanism.

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Scheme 22: Aluminium-catalysed dehydrocoupling of amines, alcohols, and thiols with H-B-9-BBN or HBpin and the...

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Scheme 23: Aluminium-catalysed hydroboration of unsaturated compounds and the general reaction mechanism.

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Scheme 24: a) Gallium-catalysed asymmetric hydroboration of ketones and the proposed mechanism. b) Gallium-cat...

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Scheme 25: Gallium(I)-catalysed allylation/propargylation of acetals and aminals and the proposed mechanism.

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Scheme 26: Indium(I)-catalysed allylation/propargylation of acetals, aminals, and alkyl ethers.

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Scheme 27: Iron–indium cocatalysed double hydroboration of nitriles and the proposed mechanism.

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Figure 1: a) The number of reports for a given group 13 exchange in catalysis. b) Average free energy barrier...

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Review

Published 21 Mar 2023

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B–N/B–H Transborylation: borane-catalysed nitrile hydroboration

Filip Meger,
Alexander C. W. Kwok,
Franziska Gilch,
Dominic R. Willcox,
Alex J. Hendy,
Kieran Nicholson,
Andrew D. Bage,
Thomas Langer,
Thomas A. Hunt and
Stephen P. Thomas

Beilstein J. Org. Chem. 2022, 18, 1332–1337, doi:10.3762/bjoc.18.138

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Scheme 1: a) Derivatives of primary amines in materials chemistry, pharmaceuticals, and agrochemicals; b) thi...

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Scheme 2: Substrate scope of borane-catalysed nitrile hydroboration with HBpin. Conditions: nitrile (0.50 mmo...

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Scheme 3: a) Proposed mechanism; b) H-B-9-BBN-catalysed heptanenitrile hydroboration (yield determined by ¹H ...

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Letter

Published 26 Sep 2022

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