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Dimethylamine adducts of allylic triorganoboranes as effective reagents for Petasis-type homoallylation of primary amines with formaldehyde

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Abstract

Dimethylamine adducts of triallyl-, triprenyl- and trans-cinnamyl(dipropyl)borane are effective reagents for mild homoallylation of primary amines with aqueous formaldehyde in MeOH without an inert atmosphere. A new concept is proposed for the explanation of the high stability of allylborane-amine adducts in aqueous MeOH.

Graphical abstract: Dimethylamine adducts of allylic triorganoboranes as effective reagents for Petasis-type homoallylation of primary amines with formaldehyde

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Publication details

The article was received on 31 Aug 2018, accepted on 13 Sep 2018 and first published on 15 Sep 2018


Article type: Communication
DOI: 10.1039/C8OB02152J
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Dimethylamine adducts of allylic triorganoboranes as effective reagents for Petasis-type homoallylation of primary amines with formaldehyde

    N. Yu. Kuznetsov, R. M. Tikhov, T. V. Strelkova and Y. N. Bubnov, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02152J

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