A substitution/dynamic kinetic resolution - Asymmetric transfer hydrogenation tandem process for preparation of stereocenters β-hydroxy sulfones

被引：8

作者：

Hu, Xiaoying ^{[1
]}

Zhang, Kun ^{[1
]}

Chang, Fengwei ^{[1
]}

Liu, Rui ^{[1
]}

Liu, Guohua ^{[1
]}

Cheng, Tanyu ^{[1
]}

机构：

[1] Shanghai Normal Univ, Dept Chem, Key Lab Rare Earth Funct Mat, Key Lab Resource Chem,Minist Educ, 100 Guilin Rd, Shanghai 200234, Peoples R China

来源：

MOLECULAR CATALYSIS | 2018年 / 452卷

关键词：

Asymmetric transfer hydrogenation; Dynamic kinetic resolution; beta-Hydroxy sulfones; alpha-Bromoindenones; Tandem process; ONE-POT REACTIONS; ORGANOCATALYTIC DOMINO REACTIONS; ENANTIOSELECTIVE SYNTHESIS; ORGANIC-SYNTHESIS; KETO-SULFONES; REDUCTION; TRANSFORMATIONS; MULTICOMPONENT; CATALYSIS; STRATEGY;

D O I：

10.1016/j.mcat.2018.04.019

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A noval method for the synthesis of optically active beta-hydroxy sulfones was developed. Through a substitution/dynamic kinetic resolution-asymmetric transfer hydrogenation, the presented method was based on one-pot enantioselective organic transformations of alpha-bromoindenones and sodium arylsulfinate. The protocol employed RuCl2[(S,S)-TsDPEN](mesitylene) as a catalyst, and sodium formate as a hydrogen source, affording various optically pure vicinal stereocenters beta-hydroxy sulfones in high yields with excellent enantioselectivities (up to 99%) and diastereomeric ratios (up to 99:1) under mild reaction conditions.

引用

页码：271 / 276

页数：6

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