Synthesis and reactivity of unsymmetrical azomethine imines formed using alkene aminocarbonylation
Complex cyclic azomethine imines possessing a β-aminocarbonyl motif can be accessed readily from simple alkenes and hydrazones. This alkene aminocarbonylation approach allows formation of ketone-derived azomethine imines of unprecedented complexity. Since unsymmetrical hydrazones are used, two stereoisomers are formed: the reactivity of chiral derivatives is explored in both intra- and intermolecular systems.
Gan, Wei,Moon, Patrick J.,Clavette, Christian,Das Neves, Nicolas,Markiewicz, Thomas,Toderian, Amy B.,Beauchemin, Andre M.
supporting information
p. 1890 - 1893
(2013/06/05)
PROCESS FOR THE SYNTHESIS OF BETA-AMINOCARBONYLS
The present application provides processes and intermediates useful in the production of β- aminocarbonyl- or β-aminothiocarbonyl-containing compounds. Provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazone. Also provided herein is a process for synthesizing β-aminocarbonyl- or β-aminothiocarbonyl-containing compounds from an alkene and a hydrazine. The present application further provides intermediate aminoisocyanate and iminoisocyanate compounds, and methods for synthesizing the starting hydrazone and hydrazine compounds.
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Paragraph 00150
(2013/05/23)
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