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Journal Article

A trans-Selective Hydroboration of Internal Alkynes

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Sundararaju,  Basker
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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Citation

Sundararaju, B., & Fürstner, A. (2013). A trans-Selective Hydroboration of Internal Alkynes. Angewandte Chemie International Edition, 52(52), 14050-14054. doi:10.1002/anie.201307584.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0014-F494-D
Abstract
Violate the rule: The reigning stereochemical principle of hydroboration is the suprafacial delivery of hydrogen and boron to the same π-face of a given starting material. This fundamental rule of cis addition is now easily broken for internal alkynes with the help of [Cp*Ru(MeCN)3]PF6 (Cp*=η5-C5Me5) as the catalyst. The resulting trans-selective hydroboration opens a practical new entry into E-configured alkenylboron derivatives.