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Journal Article

Regioselective trans-Carboboration of Propargyl Alcohols

MPS-Authors
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Jin,  Hongming
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Supplementary Material (public)

ol9b01225_si_001.pdf
(Supplementary material), 8MB

Citation

Jin, H., & Fürstner, A. (2019). Regioselective trans-Carboboration of Propargyl Alcohols. Organic Letters, 21(9), 3446-3450. doi:10.1021/acs.orglett.9b01225.


Cite as: https://hdl.handle.net/21.11116/0000-0003-E11D-F
Abstract
Proper choice of the base allowed trans-diboration of propargyl alcohols with B2(pin)2 to evolve into an exquisitely regioselective procedure for net trans-carboboration. The method is modular as to the newly introduced carbon substituent (aryl, methyl, allyl, benzyl, alkynyl), which is invariably placed distal to the −OH group.