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Stereoselective synthesis of 5,6-disubstituted 5,6-dihydro-1,10-phenanthrolines and a rare example of axially constrained 2,2′-bipyridines

Chelucci, Giorgio Adolfo and Sanfilippo, Claudia (2010) Stereoselective synthesis of 5,6-disubstituted 5,6-dihydro-1,10-phenanthrolines and a rare example of axially constrained 2,2′-bipyridines. Tetrahedron: Asymmetry, Vol. 21 (15), p. 1825-1829. ISSN 0957-4166. Article.

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DOI: 10.1016/j.tetasy.2010.06.021

Abstract

The stereoselective synthesis of 5,6-disubstituted 5,6-dihydro-1,10-phenanthrolines and (5S,6S)-5,6-dihydroxy-5,6-dihydro-1,10-phenanthroline cyclic o-xylylene diether, a rare example of an axially constrained 2,2′-bipyridine is reported. The strategy to obtain such compounds is based on two highly efficient reactions, the Sharpless asymmetric dihydroxylation and the Ullmann intramolecular coupling.

Item Type:Article
ID Code:5574
Status:Published
Refereed:Yes
Uncontrolled Keywords:Stereoselective synthesis, Sharpless asymmetric dihydroxylation, Ullmann intramolecular coupling
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Pergamon / Elsevier
ISSN:0957-4166
Deposited On:07 Mar 2011 18:11

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