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- W3044349815 endingPage "10950" @default.
- W3044349815 startingPage "10934" @default.
- W3044349815 abstract "An asymmetric dearomatization of indoles bearing α-diazoacetamide functionalities was developed for synthesizing high-value spiro scaffolds. A silver phosphate chemoselectively catalyzed the sterically challenging dearomatization, whereas more typically used metal catalysts for carbene transfer reactions, such as a rhodium complex, were not effective and instead resulted in a Buchner ring expansion or cyclopropanation. Mechanistic studies indicated that the spirocyclization occurred through a silver-assisted asynchronous concerted process and not via a silver-carbene intermediate. Analyses based on natural bond orbital population and a distortion/interaction model indicated that the degree of C-Ag mutual interaction is crucial for achieving a high level of enantiocontrol. In addition, an oxidative disconnection of a C(sp3)-C(sp2) bond in the product provided unconventional access to the corresponding chiral spirooxindole." @default.
- W3044349815 created "2020-07-29" @default.
- W3044349815 creator A5002271014 @default.
- W3044349815 creator A5015969598 @default.
- W3044349815 creator A5050845283 @default.
- W3044349815 creator A5064622391 @default.
- W3044349815 creator A5091595246 @default.
- W3044349815 date "2020-07-21" @default.
- W3044349815 modified "2023-10-18" @default.
- W3044349815 title "Silver-Catalyzed, Chemo- and Enantioselective Intramolecular Dearomatization of Indoles to Access Sterically Congested Azaspiro Frameworks" @default.
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