Literature DB >> 20025268

Highly enantioselective titanium-catalyzed cyanation of imines at room temperature.

Abdul Majeed Seayad1, Balamurugan Ramalingam, Kazuhiko Yoshinaga, Takushi Nagata, Christina L L Chai.   

Abstract

A highly active and enantioselective titanium-catalyzed cyanation of imines at room temperature is described. The catalyst used is a partially hydrolyzed titanium alkoxide (PHTA) precatalyst together with a readily available N-salicyl-beta-aminoalcohol ligand. Up to 98% ee was obtained with quantitative yields in 15 min of reaction time using 5 mol % of the catalyst. Various N-protecting groups such as benzyl, benzhydryl, Boc, and PMP are tolerated.

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Year:  2010        PMID: 20025268     DOI: 10.1021/ol902540h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  3-Cyano-3-aza-β-amino Acid Derivatives as Inhibitors of Human Cysteine Cathepsins.

Authors:  Janina Schmitz; Anna-Madeleine Beckmann; Adela Dudic; Tianwei Li; Robert Sellier; Ulrike Bartz; Michael Gütschow
Journal:  ACS Med Chem Lett       Date:  2014-08-11       Impact factor: 4.345

2.  Scalable organocatalytic asymmetric Strecker reactions catalysed by a chiral cyanide generator.

Authors:  Hailong Yan; Joong Suk Oh; Ji-Woong Lee; Choong Eui Song
Journal:  Nat Commun       Date:  2012       Impact factor: 14.919

3.  Strecker-Derived Methodology for Library Synthesis of N-Acylated α-Aminonitriles.

Authors:  Pedro Gonçalves; Anke Peeraer; Yves Adriaenssens; Lara Zonnekein; Philippe Franck; Bert U W Maes; Koen Augustyns; Pieter Van Der Veken
Journal:  ACS Omega       Date:  2021-01-07
  3 in total

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