Highly stereoselective direct aldol reaction of 4-formylcoumarins with acetone catalyzed by L-proline in water-acetone mixtures

被引：0

作者：

Holiyachi, Megharaja ^{[1
]}

Shastri, Samundeeswari L. ^{[1
]}

Chougala, Bahubali M. ^{[1
]}

Shastri, Lokesh A. ^{[1
]}

Sunagar, Vinay A. ^{[2
]}

机构：

[1] Karnatak Univ, Dept Chem, Dharwad 580003, Karnataka, India

[2] GSS Coll, Dept Chem, Belagavi, Karnataka, India

来源：

SYNTHETIC COMMUNICATIONS | 2016年 / 46卷 / 16期

关键词：

Acetone; aldol reaction; 4-formylcoumarin; phthalimido-prolinamide; recyclable organocatalyst L-proline; ASYMMETRIC-SYNTHESIS; MANNICH REACTIONS; AQUEOUS-MEDIA; ORGANOCATALYSTS; UPDATE;

D O I：

10.1080/00397911.2016.1205197

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Organocatalyzed direct intermolecular aldol reactions have been developed for substituted 4-formylcoumarins with acetone in water using L-proline and phthalimido-prolinamide catalysts without use of additives. Stereoselective products obtained were in excellent yields (up to 97%) with high purity (up to 99%) and enatioselectivities (up to 95%). The isolated compounds were confirmed by infrared, NMR, high-performance liquid chromatography, and mass spectrometry and some of them by single-crystal x-ray crystallography. [GRAPHICS] .

引用

页码：1386 / 1395

页数：10