One-pot stereoselective synthesis of α,β-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular S_N2 reaction

• Yiwen Xiong,
• Ping Qian,
• Chenhui Cao,
• Haibo Mei,
• Jianlin Han,
• Guigen Li and
• Yi Pan

Beilstein J. Org. Chem. 2014, 10, 1802–1807, doi:10.3762/bjoc.10.189

• substrates and proceed with excellent stereo- and regioselectivity (anti:syn >99:1) . Keywords: aminohalogenation; diamination; α,β-diamino ester; one-pot; stereoselectivity; Introduction α,β-Diamino acid derivatives are one of the most important classes of nitrogen-containing bioactive compounds [1][2

• with benzylamine. Various α,β-unsaturated esters were studied to evaluate the yield and stereochemical outcome of these reactions (Table 3). As shown in Table 3, almost all of the tested substrates worked well under the optimized conditions giving rise to the corresponding α,β-diamino ester products