Enantioselective Desymmetrization of Diphenylphosphinamides via (−)-Sparteine-Mediated Ortho-Lithiation. Synthesis of P-Chiral Ligands

descriptionPublicationkeyboard_double_arrow_right Article 07 Jan 2010 English Publisher:American Chemical Society (ACS)Journal:Organic Letters, volume 12, pages 428-431 (issn: 1523-7060, eissn: 1523-7052,

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Authors: Popovici, Cristinel; Oña-Burgos, Pascual; Fernández, Ignacio; Roces, Laura; García-Granda, Santiago; Iglesias, María José; López Ortiz, Fernando;

doi: 10.1021/ol902545q

pmid: 20055442

handle: 10261/43872

Enantioselective Desymmetrization of Diphenylphosphinamides via (−)-Sparteine-Mediated Ortho-Lithiation. Synthesis of P-Chiral Ligands

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Abstract

Asymmetric ortho-lithiation of N-dialkyl-P,P-diphenylphosphinamides using [n-BuLi.(-)-sparteine] is described as an efficient method for the synthesis of P-chiral ortho-functionalized derivatives in high yields and ee's from 45 to >99%. The method allows access to new enantiomerically pure P-chiral phosphine and diimine ligands.

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