Selective Synthesis of Ketones and Chiral Allylic Alcohols from the Addition of Arylboronic Acids to α,β-Unsaturated Aldehydes Mediated by a Transition Metal/Monophosphorus Ligand System

被引：4

作者：

Miao, Rui ^{[1
]}

Huang, Jinyong ^{[1
]}

Xia, Yanping ^{[1
]}

Wei, YiFei ^{[1
]}

Luo, Renshi ^{[1
,2
]}

Ouyang, Lu ^{[1
]}

机构：

[1] Gannan Med Univ, Sch Pharm, Ganzhou 341000, Jiangxi, Peoples R China

[2] Shaoguan Univ, Coll Chem & Environm Engn, Shaoguan 512005, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 13期

基金：

中国国家自然科学基金;

关键词：

CATALYTIC ASYMMETRIC ARYLATION; ALPHA-ALKYLATION; ENANTIOSELECTIVE ADDITIONS; CONJUGATE REDUCTION; SECONDARY ALCOHOLS; ROOM-TEMPERATURE; HIGHLY EFFICIENT; ARYL; PALLADIUM; ISOMERIZATION;

D O I：

10.1021/acs.joc.2c00703

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Here, we demonstrated a transition metal-mediated/monophosphorus ligand system for the selective synthesis of ketones or chiral allylic alcohols in high yields/enantiomeric excess from the 1,2-addition of arylboronic acids to alpha,beta-unsaturated aldehydes. Notably, isomerization of the chiral allylic alcohols to ketones was suppressed by the Ru-catalyzed/monophosphorus ligand system. The asymmetric catalytic system provides an alternative and efficient method of preparing chiral allylic alcohols.

引用

页码：8576 / 8588

页数：13

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