Cu II /TEMPO-Catalyzed Enantioselective C(sp 3 )-H Alkynylation of Tertiary Cyclic Amines through Shono-Type Oxidation.

Authors :: Gao PS
Weng XJ
Wang ZH
Zheng C
Sun B
Chen ZH
You SL
Mei TS
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Aug 24; Vol. 59 (35), pp. 15254-15259. Date of Electronic Publication: 2020 Jun 15.
Publication Year :: 2020
Abstract: A novel strategy for asymmetric Shono-type oxidative cross-coupling has been developed by merging copper catalysis and electrochemistry, affording C1-alkynylated tetrahydroisoquinolines with good to excellent enantioselectivity. The use of TEMPO as a co-catalytic redox mediator is crucial not only for oxidizing a tetrahydroisoquinoline to an iminium ion species but also for decreasing the oxidation potential of the reaction. A novel bisoxazoline ligand is also reported.<br /> (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

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