Indium??Mediated Reaction of 1??Bromo??1??nitroalkanes with Aldehydes: Access to 2??Nitroalkan??1??ols
RG Soengas, AM Estévez
Index: Soengas, Raquel G.; Estevez, Amalia M. European Journal of Organic Chemistry, 2010 , # 27 p. 5190 - 5196
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Citation Number: 11
Abstract
Abstract 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- ...
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