• Media type: E-Article
  • Title: Enamine Catalysis in the Synthesis of Chiral Structural Analogues of gem‐Bisphosphonates Known To Be Biologically Active
  • Contributor: Barros, Maria Teresa; Faísca Phillips, Ana Maria
  • Published: Wiley, 2008
  • Published in: European Journal of Organic Chemistry, 2008 (2008) 15, Seite 2525-2529
  • Language: English
  • DOI: 10.1002/ejoc.200800170
  • ISSN: 1434-193X; 1099-0690
  • Origination:
  • Footnote:
  • Description: AbstractThe synthesis of chiral γ‐keto bisphosphonates is described. Michael addition of cyclic ketones to vinyl gem‐bisphosphonate catalyzed by 0.1 mol equiv. (S)‐(+)‐1‐(2‐pyrrolidinyl)pyrrolidine and benzoic acid gave the products in yields of up to 86 %, dr (cis/trans) > 1:99 and ee of up to 99 %. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)