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Memory of Chirality in Electron Transfer Mediated Benzylic Umpolung Reactions of Arene-Cr(CO)3 Complexes
Hans-Günther Schmalz1, Charles B de Koning2, Dirk Bernicke1
1Institut für Organische Chemie der Technischen Universität, Strasse des 17. Juni 135, D-10623 Berlin (Germany), Fax: (+49) 30 314-21105.
Abstract:
As density functional calculations suggest, Cr(CO)3 -complexed benzylic radicals (such as 2) exhibit a significant degree of configurational stablility. This was exploited in an efficient method for the electron transfer mediated transformations of readily available 1-arylalkanol-Cr(CO)3 derivatives 1 to afford alkylated products 3 in good yields and with a high degree of stereochemical retention.
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