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

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

Department of Applied Chemistry, China Agricultural University, Beijing 100193, China
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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 (CC BY 3.0).

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MDPI and ACS Style

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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