Zhang Huan-Huan, Hu Xiu-Qin, Wang Xiao, Luo Yong-Chun, Xu Peng-Fei
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.
J Org Chem. 2008 May 2;73(9):3634-7. doi: 10.1021/jo8001408. Epub 2008 Mar 26.
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).
通过亚胺内酯1a和1b与N-保护的亚胺进行曼尼希反应，实现了一种新颖且便捷的不对称合成2,3-二氨基酸的方法，产率良好（高达95%）且非对映选择性高（dr：>99:1）。在酸性条件下水解曼尼希加合物，以良好的产率（高达85%）和优异的对映体过量（99% ee）得到所需的3-芳基-2,3-二氨基丙酸。
