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Title

Stereoselective Synthesis of Tertiary Allylic Amines by Titanium‐Catalyzed Hydroaminoalkylation of Alkynes with Tertiary Amines.

Authors

Kaper, Tobias; Geik, Dennis; Fornfeist, Felix; Schmidtmann, Marc; Doye, Sven

Abstract

Intermolecular hydroaminoalkylation reactions of symmetrical and unsymmetrical alkynes with tertiary amines take place in the presence of catalytic amounts of TiBn4, Ph3C[B(C6F5)4], and a sterically demanding aminopyridinato ligand precursor. The resulting products, synthetically and pharmaceutically useful tertiary β,γ‐disubstituted allylic amines, are formed in convincing yields and with excellent stereoselectivity. Particularly promising for future applications is the fact that even the industrial side product trimethylamine can be used as a substrate.

Subjects

TERTIARY amines; ALKYNES; INDUSTRIAL goods; AMINES; TRIMETHYLAMINE; STEREOSELECTIVE reactions

Publication

Chemistry - A European Journal, 2022, Vol 28, Issue 11, p1

ISSN

0947-6539

Publication type

Academic Journal

DOI

10.1002/chem.202103931

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