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Synthesis 2011(15): 2441-2444  
DOI: 10.1055/s-0030-1260079
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Thiophene-Type S,S- and N,S-Ligands Derived from (+)-Nopinone

Salvatore Baldino*a, Giorgio Cheluccia, Roberto Poddighea, Barbara Sechib
a Dipartimento di Chimica, Università di Sassari, via Vienna 2, 07100 Sassari, Italy
Fax: +39(079)229559; e-Mail: bzalvo@uniss.it;
b Istituto di Chimica Biomolecolare-CNR, Traversa La Crucca 3-Baldinca, 07040 Sassari, Italy
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Publication History

Received 19 April 2011
Publication Date:
21 June 2011 (online)

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Abstract

The new chiral thiophene 3 was prepared from (+)-nopinone via a de novo construction of the thiophene nucleus. From compound 3 four new S,S- and N,S-ligands, namely the C 1-symmetric 2-(thiophen-2-yl)pyridine 7 and the C 2-symmetric 2,2′-bithiophene 5, 2,6-di(thiophen-2-yl)pyridine 8, and 2,6-di(thiophen-2-yl)thiophene 9 were synthesized.

Key words

thiophene - monoterpenes - (+)-nopinone - coupling reactions - palladium catalysts

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