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Rhodium‐Catalyzed [4+3] Cycloaddition to Furans: Direct Access to Functionalized Bicyclo[5.3.0]decane Derivatives
Author(s) -
Krainz Tanja,
Chow Sharon,
Korica Natasa,
Bernhardt Paul V.,
Boyle Glen M.,
Parsons Peter G.,
Davies Huw M. L.,
Williams Craig M.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501271
Subject(s) - chemistry , rhodium , bicyclic molecule , cycloaddition , decane , catalysis , combinatorial chemistry , platinum , stereochemistry , organic chemistry
An efficient method to directly access the bicyclo[5.3.0]decane core was achieved by rhodium‐catalyzed reaction of a novel donor–acceptor cyclopentenyl diazocarboxylate with a variety of furans. As this motif is commonly found within bioactive antitumor natural products, selected systems were further manipulated and evaluated against cancer cell lines sensitive to protein kinase C (PKC) activation.