Gallium(III) Triflate Catalyzed Diastereoselective Mukaiyama Aldol Reaction by Using Low Catalyst Loadings

被引:3
|
作者
Plancq, Baptiste [1 ]
Justafort, Lyse Carole [1 ]
Lafantaisie, Mathieu [1 ]
Ollevier, Thierry [1 ]
机构
[1] Univ Laval, Dept Chim, Quebec City, PQ G1V 0A6, Canada
基金
加拿大自然科学与工程研究理事会; 加拿大创新基金会;
关键词
Gallium; Aldol reactions; Lewis acids; C-C bond formation; SILYL ENOL ETHERS; C-2-SYMMETRIC COPPER(II) COMPLEXES; LEWIS-ACID; CARBONYL-COMPOUNDS; ADDITIONS; ENOLSILANES; ALLYLATION; ALDEHYDES; SOLVENT; ACETALS;
D O I
10.1002/ejoc.201301100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild method for the diastereoselective Mukaiyama aldol reaction is reported. By using a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding -hydroxy ketones in yields up to 92%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe, bench-stable, and slow-releasing source of triflic acid for the Mukaiyama aldol reaction.
引用
收藏
页码:6525 / 6529
页数:5
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