Rh-catalyzed asymmetric hydrogenation of allylic sulfones for synthesis of chiral β-ester sulfones

被引：2

作者：

Wu, Xiaoxue ^{[1
]}

Guo, Qianling ^{[1
]}

Zi, Guofu ^{[1
]}

Huang, Yuping ^{[2
]}

Hou, Guohua ^{[1
]}

机构：

[1] Beijing Normal Univ, Coll Chem, Key Lab Radiopharmaceut, Beijing 100875, Peoples R China

[2] Res Inst Petr Proc, SINOPEC, Beijing 100083, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 12期

基金：

中国国家自然科学基金; 北京市自然科学基金;

关键词：

SULFUR-DIOXIDE; VINYL SULFONES; RENIN; INHIBITORS; LIGANDS; SELECTIVITY; CHEMISTRY; KETONES; ACCESS;

D O I：

10.1039/d4qo00361f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and highly efficient asymmetric hydrogenation of allylic sulfones catalyzed by the Rh-(R,R)-f-spiroPhos complex has been developed affording chiral beta-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. The highly enantioselective hydrogenation of allylic sulfones catalyzed by Rh-(R,R)-f-spiroPhos for synthesis of chiral beta-ester sulfones has been developed for the first time achieving high yields and excellent enantioselectivities (92-99.9% ee).

引用

页码：3436 / 3441

页数：6

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