Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide

被引：3

作者：

Torregrosa-Chinillach, Alejandro ^{[1
]}

Chinchilla, Rafael ^{[1
]}

机构：

[1] Univ Alicante, Fac Sci, Inst Organ Synth ISO, Dept Organ Chem, Apdo 99, Alicante 03080, Spain

来源：

MOLECULES | 2022年 / 27卷 / 19期

关键词：

maleimides; ketones; succinimides; conjugate addition; organocatalysis; asymmetric synthesis; ENANTIOSELECTIVE MICHAEL ADDITION; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; EFFICIENT SYNTHESIS; ISOBUTYRALDEHYDE; INHIBITORS; ALKALOIDS; CATALYST;

D O I：

10.3390/molecules27196668

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：

Enantioenriched substituted succinimides are interesting compounds, and their asymmetric organocatalytic synthesis by the conjugated addition of ketones to maleimides has been scarcely explored. This study shows the enantioselective conjugate addition of ketones to maleimides organocatalyzed by a simple primary amine-salicylamide derived from a chiral trans-cyclohexane-1,2-diamine, which provides the desired succinimides in good to excellent yields (up to 98%) and with moderate to excellent enantioselectivities (up to 99%).

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页数：15

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