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Rh-catalyzed asymmetric hydrogenation of allylic sulfones for synthesis of chiral β-ester sulfones
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2024-04-30 , DOI: 10.1039/d4qo00361f
Xiaoxue Wu 1 , Qianling Guo 1 , Guofu Zi 1 , Yuping Huang 2 , Guohua Hou 1
Affiliation  

A general and highly efficient asymmetric hydrogenation of allylic sulfones catalyzed by the Rh-(R,R)-f-spiroPhos complex has been developed affording chiral β-ester sulfones in high yields with excellent enantioselectivities (92–99.9% ee). The gram-scale hydrogenation was also successfully realized and this method can be used as an efficient concise synthetic route to key chiral intermediates of renin inhibitors: CGP 38 560 A and the macrocyclic renin inhibitors.

中文翻译:

Rh催化烯丙基砜不对称氢化合成手性β-酯砜

由 Rh-( R , R )-f-spiroPhos 络合物催化的烯丙基砜的通用高效不对称氢化已被开发出来,以高产率提供手性 β-酯砜,具有优异的对映选择性 (92–99.9% ee)。克级加氢也成功实现,该方法可作为肾素抑制剂关键手性中间体CGP 38 560 A和大环肾素抑制剂的高效、简洁的合成路线。
更新日期:2024-04-30
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