Effects of Magnesium Salts and Amines on the Stereoselectivity in the Imine Aldol Reaction

Abstract

In the imine aldol reactions of 1 with aromatic aldehydes using magnesium salts in the presence of amines, the threo/erythro ratios of products increased in the order Mg(ClO_4)_2>MgI_2>MgBr_2>MgCl_2>Mg(OTf)_2 and N, N, N', N'-tetramethylethylenediamine (TMEDA)>Et_3N. This increase in the threo/erythro ratios of products was estimated to be caused by a retro-imine aldol reaction under thermodynamic control.

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 55(12), 1773-1775, 2007-12-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  15

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Codes

  • NII Article ID (NAID) :
    110006532126
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    NOT
  • ISSN :
    00092363
  • NDL Article ID :
    9274205
  • NDL Source Classification :
    ZS51(科学技術--薬学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-D167
  • DOI :
    10.1248/cpb.55.1773
  • Databases :
    CJP  NDL  NII-ELS  J-STAGE