A convenient route to enantiopure 3-aryl-2,3-diaminopropanoic acids by diastereoselective Mannich reaction of camphor-based tricyclic iminolactone with imines.
A convenient route to enantiopure 3-aryl-2,3-diaminopropanoic acids by diastereoselective Mannich reaction of camphor-based tricyclic iminolactone with imines.
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DOI：
10.1021/jo8001408
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发表时间：
2008-03
期刊：
影响因子：
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通讯作者：
Huan‐Huan Zhang;Xiu-Qin Hu;X. Wang;Yong-Chun Luo;Peng‐Fei Xu
中科院分区：
文献类型：
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作者：
Huan‐Huan Zhang;Xiu-Qin Hu;X. Wang;Yong-Chun Luo;Peng‐Fei Xu
A novel and convenient route to the asymmetric synthesis of 2,3-diamino acids via Mannich reaction of iminolactones 1a and 1b with N-protected imines has been achieved in good yields (up to 95%) and high diastereoselectivity (dr: >99:1). Hydrolysis of the Mannich adducts under acidic conditions furnished the desired 3-aryl-2,3-diaminopropanoic acids in good yields (up to 85%) with excellent enantiomeric excesses (99% ee).
