Moldvai Istvan, Gati Tamas, Szantay Csaba, Szantay Csaba
Department of Natural Organic Compounds, Chemical Research Center of the Hungarian Academy of Sciences, Institute of Bimolecular Chemistry, H-1525 Budapest, POB 17, Hungary.
J Org Chem. 2006 May 12;71(10):3768-72. doi: 10.1021/jo0602266.
beta-Iodo-enamines with an eburnane skeleton (5a and 5c) were obtained with the aid of iodine from compounds 2a and 2c and were then transformed into hydroxyl lactams (6a and 6c) with CuSO4.5H2O in a mixture of DMF and water. Lactams (6a and 6c) were reduced selectively with BH3.SMe2 to result in the first synthesis of (-)-vincapusine (4a) as well as its natural 14-decarbomethoxy analogue (4c).
借助碘从化合物2a和2c中获得了具有埃博烷骨架的β-碘代烯胺（5a和5c），然后在DMF和水的混合物中用五水硫酸铜将其转化为羟基内酰胺（6a和6c）。内酰胺（6a和6c）用硼烷二甲硫醚选择性还原，首次合成了（-）-长春卡辛（4a）及其天然的14-脱甲氧基类似物（4c）。
