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- W4281554150 endingPage "9575" @default.
- W4281554150 startingPage "9570" @default.
- W4281554150 abstract "Deuterated organic compounds have become increasingly important in many areas; however, it remains challenging to install deuterium site-selectively to unactivated aliphatic positions with control of the degree of deuteration. Here, we report a Cu-catalyzed degree-controlled deacylative deuteration of diverse alkyl groups with the methylketone (acetyl) moiety as a traceless activating group. The use of N-methylpicolino-hydrazonamide (MPHA) promotes efficient aromatization-driven C-C cleavage. Mono-, di-, and trideuteration at specific sites can be selectively achieved. The reaction is redox-neutral with broad functional group tolerance. The utility of this method has been demonstrated in forming a complete set of deuterated ethyl groups, merging with the Diels-Alder reaction, a net devinylative deuteration, and the synthesis of the d2-analogue of Austedo." @default.
- W4281554150 created "2022-05-27" @default.
- W4281554150 creator A5017566667 @default.
- W4281554150 creator A5023312754 @default.
- W4281554150 creator A5081921515 @default.
- W4281554150 date "2022-05-25" @default.
- W4281554150 modified "2023-10-18" @default.
- W4281554150 title "Site-Specific and Degree-Controlled Alkyl Deuteration via Cu-Catalyzed Redox-Neutral Deacylation" @default.
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- W4281554150 doi "https://doi.org/10.1021/jacs.2c04382" @default.
- W4281554150 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/35613457" @default.
- W4281554150 hasPublicationYear "2022" @default.
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