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Synlett 2007(14): 2289-2291
DOI: 10.1055/s-2007-984920
DOI: 10.1055/s-2007-984920
LETTER
© Georg Thieme Verlag Stuttgart · New York
Scandium Triflate Catalyzed Aminolysis of meso-Aziridines
Further Information
Received
30 May 2007
Publication Date:
24 July 2007 (online)
Publication History
Publication Date:
24 July 2007 (online)
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Abstract
The aminolysis of meso-N-phenyl aziridines is efficiently catalyzed with just 1 mol% of Sc(OTf)3 and furnishes valuable 1,2-diamines in good to excellent yields.
Key words
amine - aziridine - catalysis - 1,2-diamine - scandium
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References and Notes
General Procedure for Ring Opening of meso
-Aziridines
To a solution of Sc(OTf)3 (5 mg, 0.01 mmol) in CH2Cl2 (5 mL), were added N-phenyl aziridine (1.00 mmol) and amine (1.50 mmol), and the mixture was stirred at r.t. for 1 h (monitored by TLC). The solvent was removed in vacuo and the crude product was purified through flash chromatog-raphy using pentane-EtOAc (15:1) as eluent. For analytical and spectroscopic details of the products see ref. 3.