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Inne
Pentafluorophenyl esters : highly chemoselective ketyl precursors for the synthesis of α,α-dideuterio alcohols using SmI2 and D2O as a deuterium source.
Autorzy
Rok wydania
2020
Czasopismo
Numer woluminu
22
Strony
1249-1253
DOI
10.1021/acs.orglett.9b04383
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
We report the first highly chemoselective synthesis of α,α-dideuterio alcohols with exquisite incorporation of deuterium (>98% [D2]) using pentafluorophenyl esters as ketyl radical precursors, SmI2 as a mild reducing agent, and D2O as the deuterium source. This system tolerates a variety of functional groups, offering rapid entry to valuable α,α-dideuterated alcohol building blocks. More generally, this report introduces pentafluorophenyl esters as the most reactive O-ketyl precursors reported to date.
Słowa kluczowe
Hydrogen isotopes, Alcohols, Precursors, Chemical synthesis, Organic compounds
Adres publiczny
http://dx.doi.org/10.1021/acs.orglett.9b04383
Strona internetowa wydawcy
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