Asymmetric Synthesis of Chiral Dihydrothiopyrans via an Organocatalytic Enantioselective Formal Thio [3+3] Cycloaddition Reaction with Binucleophilic Bisketone Thioethers
Asymmetric Synthesis of Chiral Dihydrothiopyrans via an Organocatalytic Enantioselective Formal Thio [3+3] Cycloaddition Reaction with Binucleophilic Bisketone Thioethers
复制标题
通过有机催化对映选择性缩甲醛[3 3]与双亲核双酮硫醚的环加成反应不对称合成手性二氢噻喃
DOI：
10.1021/ol4027705
复制
发表时间：
2013
期刊：
影响因子：
5.2
通讯作者：
Wang Wei
中科院分区：
文献类型：
--
作者：
Wang Shengzheng;Zhang Yongqiang;Dong Guoqiang;Wu Shanchao;Zhu Shiping;Miao Zhenyuan;Yao Jianzhong;Li Hao;Li Jian;Zhang Wannian;Sheng Chunquan;Wang Wei
An unprecedented organocatalytic highly enantioselective approach to a 3,4-dihydro-2H-thiopyran scaffold with two contiguous stereogenic centers has been implemented through a formal thio [3 + 3] cycloaddition process involving a Michael–aldol condensation cascade sequence. Notably, a new class of binucleophilic bisketone thioethers is designed for the process. Furthermore, the fine-tuning of their reactivity enables the cascade process to proceed with highly regioselectively.
