Copper(I)-Catalyzed Enyne Oxidation/Cyclopropanation: Divergent and Enantioselective Synthesis of Cyclopropanes

Copper(I)-Catalyzed Enyne Oxidation/Cyclopropanation: Divergent and Enantioselective Synthesis of Cyclopropanes

An efficient copper­(I)-catalyzed enyne oxidation/cyclopropanation for the modular synthesis of cyclopropane derivatives is described, which represents the first non-noble metal-catalyzed enynes oxidation/cyclopropanation by the in situ generated α-oxo copper carbenes. This protocol allows the assem...

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Veröffentlicht in:Organic letters 2021-02, Vol.23 (4), p.1285-1290
Hauptverfasser: Shen, Wen-Bo, Tang, Xiang-Ting, Zhang, Ting-Ting, Lv, Dong-Can, Zhao, Dan, Su, Tong-Fu, Meng, Lei
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container_end_page 1290
container_issue 4
container_start_page 1285
container_title Organic letters
container_volume 23
creator Shen, Wen-Bo
Tang, Xiang-Ting
Zhang, Ting-Ting
Lv, Dong-Can
Zhao, Dan
Su, Tong-Fu
Meng, Lei
description An efficient copper­(I)-catalyzed enyne oxidation/cyclopropanation for the modular synthesis of cyclopropane derivatives is described, which represents the first non-noble metal-catalyzed enynes oxidation/cyclopropanation by the in situ generated α-oxo copper carbenes. This protocol allows the assembly of valuable cyclopropane-γ-lactams in generally good to excellent yields with excellent diastereoselectivity. More significantly, the enantioselective version of enyne oxidation/cyclopropanation has been disclosed with chiral copper catalysts.
doi_str_mv 10.1021/acs.orglett.0c04268
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title Copper(I)-Catalyzed Enyne Oxidation/Cyclopropanation: Divergent and Enantioselective Synthesis of Cyclopropanes
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