Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 24
60
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

A Versatile Method for the Preparation of Enantiomeric Benzene-1,2-bis(alanine) Derivatives

&
Pages 4209-4220 | Received 04 Jul 2003, Published online: 21 Aug 2006

References

  • Cativiela , C. and Díaz-de-Villegas , M.D. 2000 . Stereoselective synthesis of quaternary α-amino acids. Part 2: cyclic compounds . Tetrahedron: Asymmetry , 11 : 645
  • Goodman , M. and Shao , H. 1996 . Peptidomimetic building blocks for drug discovery: An overview . Pure Appl. Chem. , 68 : 1303
  • Rovero , P. , Pellegrini , M. , Di Fenza , A. , Meini , S. , Quartara , L. , Maggi , C.A. , Formaggio , F. , Toniolo , C. and Mierke , D.F. 2001 . Agonist activity at the kinin B1 receptor: structural requirements of the central tetrapeptide . J. Med. Chem. , 44 : 274
  • Nutt , R.F. , Strachan , R.G. , Veber , D.F. and Holly , F.W. 1980 . Useful intermediates for synthesis of dicarba analogs of cystine peptides: selectively protected α-aminosuberic acid and α,α′-diaminosuberic acid of defined stereochemistry . J. Org. Chem. , 45 : 3078
  • Kremminger , P. and Undheim , K. 1997 . Asymmetric synthesis of unsaturated and bis-hydroxylated (S,S)-2,7-diaminosuberic acid derivatives . Tetrahedron , 53 : 6925
  • Lange , M. and Undheim , K. 1998 . Stereoselective synthesis of α,α′-bridged bis(α-alanine) derivatives . Tetrahedron , 54 : 5337
  • Efskind , J. , Benneche , T. and Undheim , K. 1997 . Stereoselective synthesis of alkenyl α,α′-bridged bis(glycines) using palladium promoted substitution in the bridge . Acta Chem. Scand. , 51 : 942
  • Mazón , A. , Nájera , C. , Ezquerra , J. and Pedregal , C. 1995 . Synthesis of bis(α-amino acids) by palladium-catalyzed allylic double substitution . Tetrahedron Lett. , 36 : 7697
  • Lygo , B. , Crosby , J. and Peterson , J.A. 2001 . An enantioselective approach to bis-α-amino acids . Tetrahedron , 57 : 6447
  • Undheim , K. and Kreminger , P. 1995 . Preparation of double chain peptide compounds having hemoregulatory activity . PCT Int. Appl. WO 9,324,523;Chem. Abstr. , 122 : 10682a
  • Hoven , G.B. , Efskind , J. , Rømming , C. and Undheim , K. 2002 . Ru(II)- catalyzed cascade reactions in stereocontrolled construction of rigid as-indacene-bridged bis(α-amino acid) derivatives . J. Org. Chem. , 67 : 2459
  • Undheim , K. and Efskind , J. 2000 . Ru(II)-catalyzed ring closing metathesis in stereoselective spiroannulations and cascade reactions of cyclic dipeptide substrates . Tetrahedron , 56 : 4847
  • Efskind , J. , Rømming , C. and Undheim , K. 2001 . Stereocontrolled construction of rigid tricyclic bis(α-amino acid) derivatives by Ru(II)- catalyzed cascade and Diels-Alder reactions . J. Chem. Soc., Perkin Trans. 1 , : 2697
  • Falck-Pedersen , M.L. and Undheim , K. 1996 . Asymmetric syntheis of phenylbis(glycines) . Tetrahedron , 52 : 7761
  • Hammer , K. , Benneche , T. , Hope , H. and Undheim , K. 1997 . Stereoselective synthesis of thiophenedimethyl- and benzenedimethyl-α,α′-bridged bis(glycines) . Acta Chem. Scand. , 51 : 392
  • Fitzi , R. and Seebach , D. 1988 . Resolution and use in α-amino acid synthesis of imidazolidinone glycine derivatives . Tetrahedron , 44 : 5277
  • Paradisi , F. , Porzi , G. , Rinaldi , S. and Sandri , S. 2000 . Stereoselective synthesis of α,α′-diamino-dicarboxylic acids. Part 2 . Tetrahedron: Asymmetry , 11 : 4617
  • Møller , B.S. , Benneche , T. and Undheim , K. 1996 . Palladium catalysis in bridge-forming reactions between stereoselectively substituted glycine auxiliaries . Tetrahedron , 52 : 8807
  • Crisp , G.T. and Glink , P.T. 1992 . Synthesis and transformations of trialkylstannyl-substituted allylglycine derivatives . Tetrahedron Lett. , 33 : 4649

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.