Rhodium-Catalyzed Regio- and Enantioselective Direct Allylation of Methyl Ketones

被引：2

作者：

Li, Bing ^{[1
]}

Li, Changkun ^{[1
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, 800 Dongchuan Rd, Shanghai 200240, Peoples R China

来源：

SYNLETT | 2022年 / 33卷 / 18期

基金：

中国国家自然科学基金;

关键词：

rhodium catalysis; bisoxazolinephosphines; ketones; allylic substitution; asymmetric catalysis; ASYMMETRIC ALLYLIC ALKYLATION; 2,4-DISUBSTITUTED CYCLOPENTENONES; EQUILIBRIUM ACIDITIES; DUAL CATALYSIS; ENANTIO; DIASTEREO; ACETATES; LIGANDS;

D O I：

10.1055/a-1892-4134

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report a highly branch-selective and enantioselective allylic alkylation of simple ketones with racemic aliphatic allylic carbonates under mild conditions. By using a Rh-bisoxazolinephosphine system and catalytic amounts of a base in THF, a series of chiral beta-branched gamma,delta-unsaturated ketones were obtained with excellent regio- and enantioselectivities. An outer-sphere nucleophilic substitution C-C bond-formation process is proposed on the basis of mechanistic studies.

引用

页码：1863 / 1867

页数：5

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