Indium-Mediated Reaction of 1-Bromo-1-nitroalkanes with Aldehydes: Access to 2-Nitroalkan-1-ols
作者:Raquel G. Soengas、Amalia M. Estévez
DOI:10.1002/ejoc.201000662
日期:2010.9
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
报道了一种通过溴硝基甲烷与多种醛的铟促进反应制备 2-nitroalkan-1-ols 的新方法。该反应也用 2-溴-2-硝基丙烷进行,得到 2,2-二烷基-2-硝基烷-1-醇。手性糖衍生醛的使用为相应的 2-nitroalkan-1-ols 提供了出色的立体选择性。新的糖衍生的 2,2-二烷基-2-硝基烷-1-醇用于制备支化亚氨基糖衍生物的效用通过羟甲基支化多羟基化氮杂环庚烷的制备得到证明。