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Synlett 2000; 2000(11): 1625-1627
DOI: 10.1055/s-2000-7926
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Enantioselective Synthesis of α-Methyl-β-Aminoacid Derivatives via Aza-Aldol reaction of Acylcamphorsultam Enolates

Andrew B. McLaren* , J. B. Sweeney
  • *Department of Chemistry, University of Reading, Reading, RG6 6AD, UK; E-mail: j.b.sweeney@reading.ac.uk
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Publikationsdatum:
31. Dezember 2000 (online)

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The aza-aldol reaction of the chiral enolate derived from (2S)-N-propionoyl camphor sultam 1 with certain N-diphenylphosphinyl imines furnishes N-(2R, 3R-α-methyl-β-diphosphinylamido)acylsultams, in acceptable to good yields and with virtually complete diastereo- and enantiocontrol. The method represents an operationally-simple route for preparation of α-methyl-β-aminoacids from readily-available starting materials.

asymmetric - amino acids - aldol reactions