Synthesis of Secondary and Tertiary Alkylboranes via
Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes

Montgomery, John

Synthesis of Secondary and Tertiary Alkylboranes via Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes

Version 2 2016-10-31, 17:14

Version 1 2016-10-27, 12:33

Posted on 2016-10-27 - 00:00

Copper-catalyzed functionalization of terminal or 1,1-disubstituted alkenes with bis(pinacolato)diboron and methanol provides formal hydroboration products with exceptional regiocontrol favoring the branched isomer. Pairing this procedure with photocatalytic cross-couplings using iridium and nickel cocatalysis provides an effective, highly regioselective procedure for the hydroarylation of terminal alkenes.

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Kerchner, Hilary A.; Montgomery, John (2016). Synthesis of Secondary and Tertiary Alkylboranes via Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.6b03090

https://doi.org/10.1021/acs.orglett.6b03090

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