Asymmetric synthesis of 9-alkyl tetrahydroxanthenones via tandem asymmetric Michael/cyclization promoted by chiral phosphoric acid
Asymmetric synthesis of 9-alkyl tetrahydroxanthenones via tandem asymmetric Michael/cyclization promoted by chiral phosphoric acid
复制标题
手性磷酸促进串联不对称Michael/环化反应不对称合成9-烷基四氢呫吨酮
DOI：
10.1039/d0ob02140g
复制
发表时间：
2021-01-14
影响因子：
3.2
通讯作者：
Xie, Weiqing
中科院分区：
文献类型：
--
作者：
Gao, Yu-Qi;Hou, Yi;Xie, Weiqing
本文报道了手性磷酸催化环状1，3-二羰基化合物不对称Michael加成/环化合成β，γ-不饱和α-酮酯的串联反应。该方案提供了一种简便的方法，用于构建对映体富集的9-烷基四氧杂蒽酮，一种普遍存在于许多天然产物和药物分子中的框架，以高产率具有良好的对映体选择性。
A tandem asymmetric Michael-addition/cyclization of cyclic 1,3-dicarbonyl compounds to beta,gamma-unsaturated alpha-ketoesters catalyzed by chiral phosphoric acid is presented. This protocol provides a facile approach for the construction of enantioenriched 9-alkyl tetrahydroxanthenones, an ubiquitous framework found in a number of natural products and pharmaceutical molecules, in high yields with good to high enantioselectivities.