Department of Chemistry, Key Laboratory of Systems Bioengineering (The Ministry of Education), State Synergetic Innovation Center of Chemical Science and Engineering, Tianjin University , Tianjin 300072, P. R. of China.
Org Lett. 2013 Oct 18;15(20):5214-7. doi: 10.1021/ol402364t. Epub 2013 Oct 3.
An efficient bisphosphine-triggered one-pot sequential [3 + 2]/[3 + 2] annulation of allenoates with cyclic ketimines was developed, in which the product of the first [3 + 2] annulation is the electron-deficient substrate for the second [3 + 2] annulation reaction. The reaction is exceptionally regioselective and diastereoselective. This novel and highly convergent strategy may open up a new viewpoint in utilizing allenoates to prepare N-fused polycyclic compounds.
发展了一种高效的双膦触发的一锅串联[3+2]/[3+2]环化反应,将烯丙酸盐与环状酮亚胺偶联,其中第一个[3+2]环化反应的产物是第二个[3+2]环化反应的缺电子底物。该反应具有出色的区域选择性和立体选择性。这种新颖且高度集中的策略可能为利用烯丙酸盐制备 N-稠合多环化合物开辟了新的视角。