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Dimethylamine Adducts of Allylic Triorganoboranes As Effective Reagents for Petasis-type Homoallylation of Primary Amines with Formaldehyde

Nikolai Yu. Kuznetsov,Rabdan M. Tikhov,Tatiana V. Strelkova,Yuri N. Bubnov

Organic & biomolecular chemistry（2018）

Cited 4|Views6
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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.
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