Anderson, JC and Peace, S and Pih, S (2000) The Lewis acid catalysed addition of 1-trimethylsilyl nitropropanate to imines. SYNLETT (6) 850 - 852.
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The scandium triflate catalysed addition of I-trimethylsilyl nitropropanate to aryl and alkyl imines is described. The use of N-(4-methoxyphenyl)imines gave superior yields and/or diastereoselectivities of beta-nitro amines in most cases examined. The product beta-nitro amines can be readily manipulated to 1,2-diamines by samarium diiodide reduction. formation of the cyclic urea and removal of the l-methoxyphenyl group with eerie ammonium nitrate.
|Title:||The Lewis acid catalysed addition of 1-trimethylsilyl nitropropanate to imines|
|Keywords:||amines, catalysis, diastereoselectivity, imines, samarium, ENANTIOSELECTIVE ADDITION, STEREOSELECTIVE SYNTHESIS, ORGANIC-SYNTHESIS, ALDEHYDES, HYDROXYLAMINES, NITROALKANES, DERIVATIVES, REDUCTION, SCANDIUM, NITROGEN|
|UCL classification:||UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry|
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