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Bisulfite Addition Compounds as Substrates for Reductive Aminations in Water

Xiaohan Li, Karthik S. Iyer, Ruchita R. Thakore, David K. Leahy, J. Daniel Bailey, Bruce H. Lipshutz

2021Organic Letters16 citationsDOIOpen Access PDF

Abstract

Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.

Topics & Concepts

ChemistryBisulfiteAqueous solutionCatalysisCombinatorial chemistryHydrideAqueous mediumStoichiometryOrganic chemistryHydrogenBiochemistryGene expressionDNA methylationGeneChemical Synthesis and ReactionsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions
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