Radical Additions to (η 6 ‐Arene)(tricarbonyl)‐chromium Complexes: Diastereoselective Synthesis of Hydrophenalene and Hydrobenzindene Derivatives by Samarium( II ) Iodide Induced Cyclization | Zendy

Schmalz HansGünther | Zendy; Siegel Stephan | Zendy; Bats Jan W. | Zendy

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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.

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