Rhodium-Catalyzed Intermolecular C-H Functionalization as a Key Step in the Synthesis of Complex Stereodefined β-Arylpyrrolidines.
Rhodium-Catalyzed Intermolecular C-H Functionalization as a Key Step in the Synthesis of Complex Stereodefined β-Arylpyrrolidines.
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DOI：
10.1021/acs.orglett.8b01362
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发表时间：
2018-07-06
期刊：
影响因子：
5.2
通讯作者：
Davies HML
中科院分区：
文献类型：
--
作者：
Kubiak RW 2nd;Davies HML
The synthesis of β-arylpyrrolidines via a catalytic enantioselective intermolecular allylic C(sp)3–H functionalization of trans alkenes followed by immediate reduction, ozonolysis, and then in situ diversification of the resulting cyclic hemiaminal to furnish highly-substituted, stereoenriched β-arylpyrrolidines is reported. This methodology utilizes 4-aryl-1-sulfonyl-1,2,3-triazoles as carbene precursors and the dirhodium tetracarboxylate catalyst Rh2(S-NTTL)4. A variety of β-arylpyrrolidines were prepared in good yields with high levels of diastereo- and enantioselectivity over four linear steps, requiring only a single purification procedure.
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