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Adducts of Triallylborane with Ammonia and Aliphatic Amines as Stoichiometric Allylating Agents for Aminoallylation Reaction of Carbonyl Compounds

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

*A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov 28, 119991 Moscow, Russian Federation, Email: nkuznffineos.ac.ru

N. Y. Kuznetsov, R. M. Tikhov, T. V. Strelkova, Y. N. Bubnov, Org. Lett., 2018, 20, 3549-3552.

DOI: 10.1021/acs.orglett.8b01317 (free Supporting Information)



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Abstract

Triallylborane-amine adducts can be used as stoichiometric allylating agents for efficient aminoallylation reactions of carbonyl compounds in methanol. Moreover, copper catalysis enables a diastereoselective allylation of Ellman's imine.

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Key Words

homoallylic amines (C-C coupling, amination)


ID: J54-Y2018