181049-36-5Relevant academic research and scientific papers
Formaldehyde dimethylhydrazone: A new neutral reagent for nucleophilic hydroformylation and hydrocyanation
Lassaletta, Jose-Maria,Fernandez, Rosario,Gasch, Consolacion,Vazquez, Juan
, p. 9143 - 9160 (1996)
The readily available title compound smoothly adds to nitroolefins without any need of base or catalysis, giving β-nitrodimethylhydrazones 3 in high yields. Michael adducts 3 have been successfully transformed into β-nitroaldehydes by ozonolysis and in β-nitronitriles in excellent yields by treatment with MMPP. Therefore, formaldehyde dimethylhydrazone behaves as a new neutral formyl anion and cyanide equivalent, introducing a functionalized carbon unit β to the nitro group of a nitroolefin. Good yields and high stereoselectivities were obtained in the addition of 1 to a nitroolefin group within sugar derivatives, and no epimerization was observed in the cleavage of the dimethylhydrazone group.
Highly functionalized cyclic and bicyclic β?amino acids from sugar β?nitroesters
Otero, José M.,Estévez, Amalia M.,Estévez, Juan C.,Fleet, George W.J.,Estévez, Ramón J.
, (2020)
The synthesis of highly functionalized bicyclic and cyclic β-amino acids from β-nitrosugars is reported. Specifically, our strategy for the synthesis of polyhydroxylated cyclopentane β-amino acids via the intramolecular C-alkylation of 6-nitro-2-O-triflat
