Reaction of 2-aryl-1,3-dioxolanes with nitroacetic ester

Кочетков, К. А.; Babievskii, K. K.; Belikov, V. M.; Evdokimova, L. V.

doi:10.1007/bf00948267

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“…21 This condensation was also achieved with arenecarbaldehyde diethyl acetals 4 22 and even using a cyclic acetal. 23 Again, the use of acetic anhydride was essential for the elimination of ethanol (as EtOAc) from the intermediate 7 to give the 3-aryl-2-nitroacrylates 8. Interestingly, the aryl esters 10, resulting from a notable rearrangement of the O-alkylated products 11, were also isolated in this reaction.…”

Section: Yves L Janin Was Born In 1965mentioning

confidence: 99%

Synthesis of α-Amino Esters via α-Nitro or α-Oxime Esters: A Review

et al. 2017

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International audienceThis review is an in-depth survey of the reported synthetic approaches for the preparation of racemic α-amino esters via the reduction of α-nitro or α-oxime ester intermediates. Accordingly, it describes the many pathways that have been designed to prepare such intermediates. This includes synthesis starting with α-nitroacetates, dialkyl malonates, acetoacetates, diethyl oxalates as well as [2+3] or [2+4] cycloadditions using, respectively, alkyl carbonocyanidate N-oxides or alkyl 2-nitrosoacrylates. This review also contains the description of a myriad of side reactions which can occur when working with α-nitro esters.1 Introduction2 α-Amino Esters from α-Nitroacetates via Condensation Reactions3 α-Amino Esters via C-Alkylation or C-Arylation of α-Nitroacetates4 α-Amino Esters from α-Nitroacetates Using Other Reactions5 Synthesis of α-Amino Esters via α-Oxime Esters6 Synthesis of α-Amino Esters via [2+3] Cycloadditions7 Synthesis of α-Amino Esters via [2+4] Cycloadditions8 On the Reduction of α-Oxime Esters9 Conclusio

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Section: Yves L Janin Was Born In 1965mentioning

confidence: 99%