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Communication | Regular issue | Vol 60, No. 4, 2003, pp.769-772
Published online, 3rd March, 2003
DOI: 10.3987/COM-02-9689
Preparation of Chiral 5,6-trans-Disubstituted Phenanthrolines from Phenanthroline-5,6-epoxide

Elke Schoffers,* Son Duc Tran, and Kristen Mace

*Western Michigan University, Chemistry Department, 3425 Wood Hall, KalamazooMI 49008-5413, U.S.A.

Abstract

A new preparative route to chiral aminoalcohol derivatives of 5,6-dihydro-1,10-phenanthroline is described. Ring opening of 1,10-phenanthroline-5,6-epoxide (1) with a variety of nitrogen nucleophiles was accomplished using magnesium perchlorate as an effective Lewis acid and compared to reactions catalyzed by alumina.