1253944-03-4Relevant articles and documents
Indium-mediated reaction of 1-bromo-1-nitroalkanes with aldehydes: Access to 2-nitroalkan-1-ols
Soengas, Raquel G.,Estevez, Amalia M.
experimental part, p. 5190 - 5196 (2010/11/02)
A novel method for the preparation of 2-nitroalkan-1-ols by an indium-promoted reaction of bromonitromethane with a variety of aldehydes is reported. The reaction was also performed with 2-bromo-2-nitropropanes to afford 2,2-dialkyl-2-nitroalkan-1-ols. The use of chiral sugar-derived aldehydes furnished the corresponding 2-nitroalkan-1-ols with excellent stereoselectivity. The utility of the novel sugar-derived 2,2-dialkyl-2-nitroalkan-1-ols for the preparation of branched iminosugar derivatives was demonstrated by the preparation of a hydroxymethyl branched polyhydroxylated azepane.