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Synthesis 1999; 1999(3): 459-462
DOI: 10.1055/s-1999-3423
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Application of the Siegrist Condensation to the Synthesis of Conjugated Enantiopure Bis(styryl)ferrocenes

Alexandre Skibniewski* , Guillaume Bluet, Nadine Druzé, Olivier Riant
  • *Laboratoire des Réactions Organiques Sélectives, URA CNRS 1497, Institut de Chimie Moléculaire d'Orsay, Université Paris-Sud, F-91405 Orsay Cedex, France; Fax +33(1)69 15 46 80; E-mail: oliriant@icmo.u-psud.fr
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Publication History

Publication Date:
31 December 1999 (online)

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Enantiopure polyunsaturated bis(ferrocenyl)aldehydes 7a-c were prepared from the chiral ferrocenylimine 2b. The key reaction is a Siegrist condensation between 2b and bis-methylarenes 4a-c. Sequential introduction of two different styryl groups also gave the tris-unsaturated ferrocenecarboxaldehyde 9.

chiral ferrocenes - stilbenes - stereoselective synthesis - imines - planar chirality