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通过炔烃对 4/5-螺硅芴的不对称环扩张反应进行 6/5-螺硅芴的对映选择性合成。

Enantioselective Synthesis of 6/5-Spirosilafluorenes by Asymmetric Ring Expansion of 4/5-Spirosilafluorenes with Alkynes.

机构信息

Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

School of Pharmacy, China Pharmaceutical University, Nanjing 211198, China.

出版信息

Org Lett. 2023 Mar 10;25(9):1558-1563. doi: 10.1021/acs.orglett.3c00346. Epub 2023 Feb 27.

Abstract

A rhodium-catalyzed asymmetric ring expansion of 4/5-spirosilafluorenes with terminal alkynes has been developed using sterically demanding binaphthyl phosphoramidite ligand. The reaction is not only strategically distinct from cyclization or cycloaddition but also showcases the first enantioselective synthesis of axially chiral 6/5-spirosilafluorenes.

摘要

发展了一种铑催化的 4/5-螺硅芴与末端炔烃的不对称环扩张反应,使用空间位阻大的联萘磷酰胺配体。该反应不仅在策略上有别于环化或环加成反应,而且展示了首例轴手性 6/5-螺硅芴的对映选择性合成。

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