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Radical Additions to (η 6 ‐Arene)(tricarbonyl)‐chromium Complexes: Diastereoselective Synthesis of Hydrophenalene and Hydrobenzindene Derivatives by Samarium( II ) Iodide Induced Cyclization
Author(s) -
Schmalz HansGünther,
Siegel Stephan,
Bats Jan W.
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199523831
Subject(s) - ketyl , radical cyclization , samarium , chemistry , chromium , iodide , medicinal chemistry , radical , stereochemistry , organic chemistry
Yes indeed , radical additions to arene‐Cr(CO) 3 complexes are possible. Treatment of the chiral complex 1 with SmI 2 gives tricycle 2 selectively by a 5‐ endo ‐ trig radical cyclization; dihydro‐ 1 is converted into the demethoxylated complex 3 . In the latter case the ketyl radical adds directly to the complexed arene.