手性叔丁烷磺酰亚胺与4-硝基丁酸甲酯或乙酯的立体选择性AZA-HENRY反应:易于获得富集对映体的6-取代哌替啶-2,5-二酮(在Kuwajima教授77岁生日之际献给他)

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-05-01 DOI:10.1002/CHIN.201520177

M. J. García-Muñoz, F. Foubelo, M. Yus

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引用次数: 1

摘要

在碱催化下，4-硝基丁酸酯与手性醛胺(II)的加成反应具有很高的表面选择性(84-96%)，生成β-硝基胺衍生物(III)，该衍生物可以很容易地转化为富集对映体的6-取代哌啶二酮(VI)。

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STEREOSELECTIVE AZA-HENRY REACTION OF CHIRAL tert-BUTANESULFINYL IMINES WITH METHYL OR ETHYL 4-NITROBUTANOATE : EASY ACCESS TO ENANTIOENRICHED 6-SUBSTITUTED PIPERIDINE-2,5-DIONES (Dedicated to Professor Isao Kuwajima on the occasion of his 77th birthday)

Base-catalyzed addition of 4-nitrobutanoates to chiral aldimines (II) proceeds with high facial selectivity (84—96%) furnishing the β-nitroamine derivatives (III), which can be easily converted into enantioenriched 6-substituted piperidinediones (VI).

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Heterocycles : an international journal for reviews and communications in heterocyclic chemistry

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