4.5 Article

Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2014, 期 31, 页码 7034-7038

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402884

关键词

Asymmetric synthesis; Hydrogenation; Reduction; Asymmetric transfer hydrogenation; Amines; Sulfinylimines

资金

  1. Spanish Ministerio de Ciencia e Innovacion (MICINN) [CONSOLIDER INGENIO 2010, CSD2007-00006, CTQ2007-65218, CTQ2011-24151]
  2. Generalitat Valenciana [PROMETEO/2009/039]
  3. Generalitat Valenciana (FEDER)
  4. Spanish Ministerio de Educacion [AP-2008-00989]

向作者/读者索取更多资源

Microwave irradiation has considerably enhanced the efficiency of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in isopropyl alcohol catalyzed by a ruthenium complex bearing the achiral ligand 2-amino-2-methylpropan-1-ol. In addition to shortening reaction times for the transfer hydrogenation processes to only 30 min, the amounts of ruthenium catalyst and isopropyl alcohol can be consider-ably reduced in comparison with our previous procedure assisted by conventional heating, which diminishes the environmental impact of this new protocol. This methodology can be applied to aromatic, heteroaromatic and aliphatic N-(tertbutylsulfinyl)ketimines, leading, after desulfinylation, to the expected primary amines in excellent yields and with enantiomeric excesses of up to 96%.

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