A highly efficient asymmetric synthesis of quaternary stereocenter-containing indolizidine and quinolizidine alkaloids using aldehydes, nitroalkenes, and unactivated cyclic ketimines.

A highly efficient asymmetric synthesis of quaternary stereocenter-containing indolizidine and quinolizidine alkaloids using aldehydes, nitroalkenes, and unactivated cyclic ketimines.
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DOI:
10.1039/c4cc07703b
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发表时间:
2014-11
影响因子:
4.9
通讯作者:
Yun-Xuan Tan;Yong‐Jian Chen;Hua-Chen Lin;Han-Lin Luan;Xingwen Sun;Xiaodi Yang;G. Lin
Yun-Xuan Tan;Yong‐Jian Chen;Hua-Chen Lin;Han-Lin Luan;Xingwen Sun;Xiaodi Yang;G. Lin
中科院分区:
化学2区
文献类型:
--
作者:
Yun-Xuan Tan;Yong‐Jian Chen;Hua-Chen Lin;Han-Lin Luan;Xingwen Sun;Xiaodi Yang;G. Lin

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以醛、硝基烯烃和环酮亚胺为原料,通过一锅法合成了具有桥连四元立构中心的中氮茚和中氮喹,具有良好的对映选择性和高产率.此外,该方法可用于合成吲哚嗪类化合物的克级规模。
A highly efficient approach for the construction of indolizidines and quinolizidines bearing a bridged quaternary stereocenter has been established in a one-pot fashion using aldehydes, nitroalkenes, and cyclic ketimines with excellent enantioselectivities and in high yields. Moreover, this method could be applied to the synthesis of indolizidines in the gram scale.