2013
DOI: 10.1055/s-0032-1318133
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α-Amido Sulfones as Imine Precursors in Enantioselective Nucleophilic Additions

Abstract: This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research spotlight α-Amido Sulfones as Imine Precursors in Enantioselective Nucleophilic Additions Compiled by Alicia MonleónAlicia Monleón was born in Valencia, Spain, in 1985. She obtained her B.Sc. and M.Sc. degrees in Chemistry from the University of Valencia, where she is currently pursuing her Ph.D. under the supervision of Prof. José Ramón Pedro and Prof. Gonzalo Blay. She has carr… Show more

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“…Initial attempts to translate Palomo's protocol to aliphatic N -Boc aldimines focused on N -Boc-α-amido sulfone 30 1 using phase transfer catalyst N -benzylquininium chloride 2 . 23 In our hands, nitromethane provided results aligned with those reported, providing 3 in 94% ee and 76% yield ( Scheme 1 ), but straightforward substitution of bromonitromethane for nitromethane resulted in recovery of the unreacted α-amido sulfone ( Scheme 1 ).…”
Section: Resultsmentioning
confidence: 99%
“…Initial attempts to translate Palomo's protocol to aliphatic N -Boc aldimines focused on N -Boc-α-amido sulfone 30 1 using phase transfer catalyst N -benzylquininium chloride 2 . 23 In our hands, nitromethane provided results aligned with those reported, providing 3 in 94% ee and 76% yield ( Scheme 1 ), but straightforward substitution of bromonitromethane for nitromethane resulted in recovery of the unreacted α-amido sulfone ( Scheme 1 ).…”
Section: Resultsmentioning
confidence: 99%