The smallest organocatalyst in highly enantioselective direct aldol reaction in wet solvent-free conditions

被引:29
作者
Bhowmick, Sudipto [1 ]
Kunte, Sunita S. [2 ]
Bhowmick, Kartick C. [1 ]
机构
[1] Visva Bharati Univ, Dept Chem, Div Organ Synth, Santini Ketan 731235, W Bengal, India
[2] Natl Chem Lab, Analyt Sect, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
SMALL ORGANIC-MOLECULE; RECYCLABLE ORGANOCATALYST; CHIRAL CATALYSTS; WATER; PROLINE; EFFICIENT; ACCELERATION; ALDEHYDES; POLYMER; ACIDS;
D O I
10.1039/c4ra02690j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic efficacy of the smallest organocatalyst, L-proline hydrazide, prepared from a cheaply available natural amino acid, such as L-proline, was studied for the direct asymmetric aldol reaction of various ketones with aromatic aldehydes at room temperature in the presence of several acid additives. A loading of 10 mol% of catalyst 1 and p-toluenesulphonic acid as an additive was employed in this reaction, and good yields (up to 99%) with high anti/syn diastereoselectivities (up to 95 : 5) and enantioselectivities (up to >99.9%) were achieved in aqueous media.
引用
收藏
页码:24311 / 24315
页数:5
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