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Wiley, European Journal of Organic Chemistry, 15(2008), p. 2525-2529, 2008

DOI: 10.1002/ejoc.200800170

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Enamine Catalysis in the Synthesis of Chiral Structural Analogues ofgem-Bisphosphonates Known To Be Biologically Active

Journal article published in 2008 by Maria Teresa Barros ORCID, Ana Maria Faísca Phillips ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

The 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)