Abstract
We report here an efficient one-pot method for the synthesis of α,β-differentiated diamino esters directly from cinnamate esters using N,N-dichloro-p-toluenesulfonamide and benzylamine as nitrogen sources. The key transformations include a Cu-catalyzed aminohalogenation and aziridination, followed by an intermolecular SN2 nucleophilic ring opening by benzylamine. The reactions feature a wide scope of substrates and proceed with excellent stereo- and regioselectivity (anti:syn >99:1).
Original language | English |
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Pages (from-to) | 1802-1807 |
Number of pages | 6 |
Journal | Beilstein Journal of Organic Chemistry |
Volume | 10 |
DOIs | |
State | Published - Aug 7 2014 |
Keywords
- Aminohalogenation
- Diamination
- One-pot
- Stereoselectivity
- α,β-diamino ester