Enantioselective synthesis of chiral β-hydroxy sulfones via manganese catalyzed asymmetric hydrogenation

被引:14
作者
He, Jiaying [1 ]
Mao, Wenhao [1 ]
Lin, Jie [1 ]
Wu, Yongzhen [1 ]
Chen, Lingxin [1 ]
Yang, Pengtao [1 ]
Song, Dingguo [1 ]
Zhu, Peixi [1 ]
Zhong, Weihui [1 ]
Ling, Fei [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
基金
中国国家自然科学基金;
关键词
ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; KETO SULFONES; REDUCTION; SUBSTITUTION; ANTAGONISTS; APREMILAST; RESOLUTION; ALPHA;
D O I
10.1039/d3qo00518f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral beta-hydroxy sulfones are important building blocks and can be found in many bioactive compounds and pharmaceuticals. In this work, we realized the first example of manganese catalyzed asymmetric hydrogenation of beta-keto sulfones, affording various chiral beta-hydroxy sulfones with excellent yields (up to 97%) and good enantioselectivities (up to 97% ee). A gram-scale experiment was successfully conducted with lower catalyst loading and further transformations of products were also demonstrated.
引用
收藏
页码:3321 / 3327
页数:7
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