Development of Organocatalytic Darzens Reactions Exploiting the Cyclopropenimine Superbase

被引：0
|
作者：
Lops, Carmine [1 ]
Pasquato, Lucia [1 ]
Pengo, Paolo [1 ]
机构：
[1] Univ Trieste, Dept Chem & Pharmaceut Sci, Via Licio Giorgieri 1, I-34127 Trieste, Italy
来源：
MOLECULES | 2024年 / 29卷 / 18期
关键词：
Alfa-halo esters; alpha-halo carbonyl compounds; alpha; beta-epoxy esters; carbon nucleophiles; organocatalysis; HIGHLY STEREOSELECTIVE EPOXIDATION; BRONSTED BASE CATALYSIS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC EPOXIDATION; CONDENSATION; H2O2;
D O I：
10.3390/molecules29184350
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A truly organocatalytic approach to the Darzens reaction affording alpha,beta-epoxy carbonyl compounds in good yields was developed taking advantage of the high basic strength and low nucleophilicity of cyclopropenimine superbases. The catalytic active free base can easily be generated in situ from its hydrochloride salt and maintained in the active deprotonated form by performing the reactions in a heterogeneous reaction system in the presence of excess potassium carbonate as a sacrificial base.
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页数：11
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