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Molecules 2010, 15(12), 8582-8592; doi:10.3390/molecules15128582
Communication

Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions

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Received: 10 November 2010 / Revised: 18 November 2010 / Accepted: 23 November 2010 / Published: 26 November 2010
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Abstract

A series of new C2-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene malonates were evaluated, and the Cu(OTf)2 complex of a fluoren-9-ylidene malonate-derived bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to 88% ee).
Keywords: bis(oxazoline); fluoren-9-ylidene; asymmetric catalysis; Friedel-Crafts bis(oxazoline); fluoren-9-ylidene; asymmetric catalysis; Friedel-Crafts
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Li, J.; Chen, H.-L.; Liu, L.; Fu, B. Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions. Molecules 2010, 15, 8582-8592.

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