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Synthesis of New Morphinan Opioids by TBADT‐Catalyzed Photochemical Functionalization at the Carbon Skeleton **
Author(s) -
Gorbachev Dmitry,
Smith Elliot,
Argent Stephen P.,
Newton Graham N.,
Lam Hon Wai
Publication year - 2022
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202201478
Subject(s) - chemistry , catalysis , surface modification , radical , ring (chemistry) , hydrogen atom , carbon atom , photochemistry , combinatorial chemistry , organic chemistry , group (periodic table)
The synthesis of new morphinan opioids by the addition of photochemically generated carbon‐centered radicals to substrates containing an enone in the morphinan C‐ring, is described. Using tetrabutylammonium decatungstate (TBADT) as a hydrogen atom transfer photocatalyst, diverse radical donors can be used to prepare a variety of C8‐functionalized morphinan opioids. This work demonstrates the late‐stage modification of complex, highly functionalized substrates.