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Assembly of (E)‐γ‐Lactones Fused Five‐ or Six‐Membered Ring via Palladium‐Catalyzed Cascade Annulation Reaction
Author(s) -
Li Jianxiao,
Niu Yanan,
He Dan,
Wang Bowen,
Jiang Huanfeng
Publication year - 2025
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202401701
Subject(s) - annulation , diene , cyclopentene , catalysis , palladium , chemistry , ring (chemistry) , yield (engineering) , cascade , combinatorial chemistry , conjugated diene , cascade reaction , conjugated system , medicinal chemistry , stereochemistry , organic chemistry , materials science , chromatography , natural rubber , polymer , monomer , metallurgy
Abstract A palladium‐catalyzed divergent cascade annulation reaction of unactivated cycloalkenes with alkynoic acids under aerobic conditions is accomplished. This catalytic protocol provides an efficient and economical strategy to accommodate a broad scope of (E)‐ γ ‐lactones fused five‐ or six‐membered ring motifs with good regioselectivities and yields ( 57 examples, up to 94 % yield and E/Z up to 98 : 2 ). More importantly, the developed catalytic strategy is applicable to a wide array of unactivated cycloalkenes, including cyclopentene, cyclohexa‐1,3‐diene, cyclohexa‐1,4‐diene, cyclohepta‐1,3‐diene and conjugated 1,3‐diene.
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