Literature DB >> 15128266

Highly efficient enantiospecific synthesis of imidazoline-containing amino acids using bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate.

Shu-Li You1, Jeffery W Kelly.   

Abstract

A highly efficient enantiospecific synthesis of imidazoline-based amino acids is reported from dipeptides composed of a C-terminal beta-amino-alpha-amino acid residue using bis(triphenyl) oxodiphosphonium trifluoromethanesulfonate. These imidazolines were easily converted to imidazoles and incorporated into macrolactam analogues of bistratamide H without loss of stereochemical integrity.

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Year:  2004        PMID: 15128266     DOI: 10.1021/ol049439c

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


  5 in total

1.  Preparation of (-)-Nutlin-3 using enantioselective organocatalysis at decagram scale.

Authors:  Tyler A Davis; Anna E Vilgelm; Ann Richmond; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2013-10-15       Impact factor: 4.354

2.  Catalytic, Enantioselective Synthesis of Stilbene cis-Diamines: A Concise Preparation of (-)-Nutlin-3, a Potent p53/MDM2 Inhibitor.

Authors:  Tyler A Davis; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2011-03-25       Impact factor: 9.825

3.  Asymmetric catalytic Mannich-type reaction of hydrazones with difluoroenoxysilanes using imidazoline-anchored phosphine ligand-zinc(II) complexes.

Authors:  Zhiliang Yuan; Liangyong Mei; Yin Wei; Min Shi; Padmanabha V Kattamuri; Patrick McDowell; Guigen Li
Journal:  Org Biomol Chem       Date:  2012-02-15       Impact factor: 3.876

Review 4.  Catalytic stereoselective Mannich-type reactions for construction of fluorinated compounds.

Authors:  Minoo Dabiri; Noushin Farajinia Lehi; Reza Mohammadian
Journal:  Mol Divers       Date:  2021-07-06       Impact factor: 2.943

5.  2,3-Diaminopropanols Obtained from d-Serine as Intermediates in the Synthesis of Protected 2,3-l-Diaminopropanoic Acid (l-Dap) Methyl Esters.

Authors:  Andrea Temperini; Donatella Aiello; Fabio Mazzotti; Constantinos M Athanassopoulos; Pierantonio De Luca; Carlo Siciliano
Journal:  Molecules       Date:  2020-03-13       Impact factor: 4.411

  5 in total

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