ol0c01012_si_001.pdf (3.88 MB)
Copper(I)-Catalyzed Ketenimine Formation/Aza-Claisen Rearrangement Cascade for Stereoselective Synthesis of α‑Allylic Amidines
journal contribution
posted on 2020-04-01, 19:06 authored by Cheng-Gang Wang, Rui Wu, Ting-Peng Li, Tao Jia, Yang Li, Dongmei Fang, Xiaozhen Chen, Yuanji Gao, Hai-Liang Ni, Ping Hu, Bi-Qin Wang, Peng CaoA copper-catalyzed
three-component reaction of terminal alkynes,
TsN3, and tertiary allylic amines is developed toward the
one-pot synthesis of α-allylic amidines. The product was synthesized
on gram scale under 1 mol % of catalyst loading. Transformations of
products into alkenyl amine and other nitrogen-containing compounds
are demonstrated without any loss of stereochemical information.
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Keywords
alkenyl amineallylic aminesAllylicα- allylic amidinescatalyst loadingcopper-catalyzed three-component reactionterminal alkynesAmidineone-pot synthesisKeteniminegram scaleTransformationFormationCascademolRearrangementTsN 3nitrogen-containing compoundsstereochemical informationStereoselective Synthesis
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