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Synlett 2005(17): 2670-2672
DOI: 10.1055/s-2005-917101
DOI: 10.1055/s-2005-917101
LETTER
© Georg Thieme Verlag Stuttgart · New YorkDesign and Synthesis of a Chiral N-Tethered Bis(imidazoline) Ligand
Further Information
Received
1 August 2005
Publication Date:
05 October 2005 (online)
Publication History
Publication Date:
05 October 2005 (online)
Abstract
A chiral nitrogen-tethered bis (imidazoline) ligand (Nb-imidazoline) was newly designed and synthesized in a divergent strategy. Thus, a single coupling reaction of primary amine with two molecules of chloromethylated imidazoline provided the Nb-imidazoline. The copper(II) triflate complex of Nb-imidazoline catalyzed a trans-selective cyclopropanation of styrene with ethyl diazoacetate to give the adduct in high chemical yield with good enantiomeric excess up to 83%.
Key word
asymmetric catalysis - ligands - imidazoline - copper - cyclopropanation
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References
Nb-imidazoline is an abbreviation of N-tethered bis(imidazoline).