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
收藏
页码：1863 / 1867
页数：5
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