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A novel and rapid asymmetric syntheses of 1,2-diol derivatives anti- and syn-β,γ-dihydroxynitroalkanes via organocatalyzed tandem α-aminooxylation-Henry reactions are described. The targeted diol derivatives are synthesized in good yields, with excellent… Click to show full abstract
A novel and rapid asymmetric syntheses of 1,2-diol derivatives anti- and syn-β,γ-dihydroxynitroalkanes via organocatalyzed tandem α-aminooxylation-Henry reactions are described. The targeted diol derivatives are synthesized in good yields, with excellent enantio- and low to moderate diasteroselectivities under mild conditions. Synthesis of an antineoplastic and antipsoriatic drug (-)-L-threo-sphinganine demonstrate the synthetic utility of the fragments generated in the title reaction.
Journal Title: European Journal of Organic Chemistry
Year Published: 2017
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