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Journal articles
Unnatural α-amino ethyl esters from diethyl malonate or ethyl β-bromo-α-hydroxyiminocarboxylate
Abstract : We have explored here the scope of the age-old diethyl malonate-based accesses to α-amino esters involving Knoevenagel condensations of diethyl malonate on aldehydes, reductions of the resulting alkylidenemalonates, the preparation of the corresponding α-hydroxyimino esters and their final reduction. This synthetic pathway turned out to be general although some unexpected limitations were encountered. The synthetic modifications of some of the intermediates - using Suzuki-Miyaura coupling or cycloadditions - before undertaking the oximation step - provided accesses to further α-amino esters. Moreover, other pathways to α-hydroxyimino esters were explored including an attempt to improve the cycloadditions between ethyl β-bromo-α-hydroxyiminocarboxylate and various alkylfuranes.
Cited literature [37 references]
https://hal-pasteur.archives-ouvertes.fr/pasteur-01972143
Contributor : Yves Janin <>
Submitted on : Monday, January 7, 2019 - 3:19:09 PM
Last modification on : Monday, January 11, 2021 - 2:30:05 PM
Long-term archiving on: : Monday, April 8, 2019 - 4:47:52 PM
Contributor : Yves Janin <>
Submitted on : Monday, January 7, 2019 - 3:19:09 PM
Last modification on : Monday, January 11, 2021 - 2:30:05 PM
Long-term archiving on: : Monday, April 8, 2019 - 4:47:52 PM
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