Synthesis of New Chiral Schiff Bases Containing Bromo- and Iodo-Functionalized Hydroxynaphthalene Frameworks

REFERENCES

• Sigman , M. S. ; Jacobsen , E. N. Enantioselective addition of hydrogen cyanide to imines catalyzed by a chiral (salen)Al(III) complex . J. Am. Chem. Soc. 1998 , 120 , 5315 – 5316 .
   Web of Science ®Google Scholar
• Martínez , L. E. ; Leighton , J. L. ; Carsten , D. H. ; Jacobsen , E. N. Highly enantioselective ring opening of epoxides catalyzed by (salen)Cr(III) complexes . J. Am. Chem. Soc. 1995 , 117 , 5897 – 5898 .
   Web of Science ®Google Scholar
• Leighton , J. L. ; Jacobsen , E. N. Efficient synthesis of (R)-4-((trimethylsilyl)oxy)-2-cyclopentenone by enantioselective catalytic epoxide ring opening . J. Org. Chem. 1996 , 61 , 389 – 390 .
   Web of Science ®Google Scholar
• Zhang , W. ; Loebach , J. L. ; Wilson , S. R. ; Jacobsen , E. N. Enantioselective epoxidation of unfunctionalized olefins catalyzed by (sa1en)manganese complexes . J. Am. Chem. Soc. 1990 , 112 , 2801 – 2803 .
   Web of Science ®Google Scholar
• Zheng , X. ; Jones , C. W. ; Weck , M. Ring-expanding olefin metathesis: A route to highly active unsymmetrical macrocyclic oligomeric co-salen catalysts for the hydrolytic kinetic resolution of epoxides . J. Am. Chem. Soc. 2007 , 129 , 1105 – 1112 .
   PubMed Web of Science ®Google Scholar
• Bobb , R. ; Alhakimi , G. ; Studnicki , L. ; Lough , A. ; Chin , J. Stereoselective recognition of an aziridine with a Co(III) complex: A potential transition-state analogue for catalytic epoxidation . J. Am. Chem. Soc. 2002 , 124 , 4544 – 4545 .
   PubMed Web of Science ®Google Scholar
• Angelino , M. D. ; Laibinis , P. E. Synthesis and characterization of a polymer-supported salen ligand for enantioselective epoxidation . Macromolecules 1998 , 31 , 7581 – 7587 .
   Web of Science ®Google Scholar
• Kureshy , R. I. ; Khan , N. H. ; Abdi , S. H. R. ; Singh , S. ; Ahmed , I. ; Jasra , R. V. Catalytic asymmetric epoxidation of non-functionalised alkenes using polymeric Mn(III) salen as catalysts and NaOCl as oxidant . J. Mol. Catal. A: Chem. 2004 , 218 , 141 – 146 .
   Web of Science ®Google Scholar
• Li , L. S. ; Wu , Y. ; Hu , Y. J. ; Xia , L. J. ; Wu , Y. L. Asymmetric hetero–Diels–Alder reaction of 1-alkyl-3-dienes with ethyl glyoxylate catalyzed by a chiral (salen)cobalt(II) complex . Tetrahedron: Asymmetry 1998 , 9 , 2271 – 2277 .
   Web of Science ®Google Scholar
• Schaus , S. E. ; Brånalt , J. ; Jacobsen , E. N. Asymmetric hetero-Diels–Alder reactions catalyzed by chiral (salen)chromium(III) complexes . J. Org. Chem. 1998 , 63 , 403 – 405 .
   Web of Science ®Google Scholar
• Aikawa , K. ; Irie , R. ; Katsuki , T. Asymmetric hetero-Diels–Alder reaction using chiral cationic metallosalen complexes as catalysts . Tetrahedron 2001 , 57 , 845 – 851 .
   Web of Science ®Google Scholar
• Bolm , C. ; Bienewald , F. Asymmetric sulfide oxidation with vanadium catalysts and H2O2 . Angew. Chem., Int. Ed. Engl. 1995 , 34 , 2640 – 2642 .
   Web of Science ®Google Scholar
• Legros , J. ; Bolm , C. Highly enantioselective iron-catalyzed sulfide oxidation with aqueous hydrogen peroxide under simple reaction conditions . Angew. Chem. Int. Ed. 2004 , 43 , 4225 – 4228 .
   PubMed Web of Science ®Google Scholar
• Legros , J. ; Bolm , C. Investigations on the iron-catalyzed asymmetric sulfide oxidation . Chem. Eur. J. 2005 , 11 , 1086 – 1092 .
   PubMed Web of Science ®Google Scholar
• Karpyshev , N. N. ; Yakovleva , O. D. ; Talsi , E. P. ; Bryliakov , K. P. ; Tolstikova , O. V. ; Tolstikov , A. G. Effect of portionwise addition of oxidant in asymmetric vanadium-catalyzed sulfide oxidation . J. Mol. Catal. A: Chem. 2000 , 157 , 91 – 95 .
   Web of Science ®Google Scholar
• Skarzewski , J. ; Ostrycharz , E. ; Siedlecka , R. Vanadium-catalyzed enantioselective oxidation of sulfides: Easy transformation of bis(arylthio)alkanes into C2 symmetric chiral sulfoxides . Tetrahedron: Asymmetry 1999 , 10 , 3457 – 3461 .
   Web of Science ®Google Scholar
• Gao , A. ; Wang , M. ; Wang , D. ; Zhang , L. ; Liu , H. ; Tian , W. ; Sun , L. Chin. Asymmetric oxidation of sulfides catalysed by vanadium(IV) complexes of dibromo- and diiodo-functionalized chiral Schiff bases . J. Catal. 2006 , 27 , 743 – 748 .
   Web of Science ®Google Scholar
• Drago , C. ; Caggiano , L. ; Jackson , R. F. W. Vanadium-catalyzed sulfur oxidation/kinetic resolution in the synthesis of enantiomerically pure alkyl aryl sulfoxides. Angew. Chem. Int. Ed. 2005, 44, 7221–7223.
   PubMed Web of Science ®Google Scholar
• Pelotier , B. ; Anson , M. S. ; Campbell , I. B. ; Macdonald , S. J. F. ; Priem , G. ; Jackson , R. F. W. Enantioselective sulfide oxidation with H2O2: A solid phase and array approach for the optimisation of chiral schiff base-vanadium catalysts . Synlett. 2002 , 7 , 1055 – 1060 .
   Google Scholar
• Coll , G. ; Morey , J. ; Costa , A. ; Saá , J. M. Direct lithiation of hydroxyaromatics . J. Org. Chem. 1988 , 53 , 5345 – 5348 .
   Web of Science ®Google Scholar
• Franck , R. W. ; Gupta , R. B. Baeyer–Villiger oxidation of naphthaldehydes: Easy access to naphthoquinones . J. Org. Chem. 1985 , 50 , 4632 – 4635 .
   Web of Science ®Google Scholar
• Ziegler , G. ; Haug , E. ; Frey , W. ; Kantlehner , W. Z. Orthoamides, part LVII: Can aromatic aldehydes be prepared from aryl formates via the Fries rearrangement? Naturforsch. B: Chem. Sci. 2001 , 56 , 1178 – 1187 .
   Google Scholar
• Rene , R. ; Pierre , B. Studies on nitro derivatives of biological interest: Synthesis of methoxy- or halo-2-nitronaphthofurans . J. Eur. J. Med. Chem. 1980 , 15 , 275 – 278 .
   Web of Science ®Google Scholar
• Mckennon , M. J. ; Meyers , A. I. A convenient reduction of amino acids and their derivatives . J. Org. Chem. 1993 , 58 , 3568 – 3571 .
   Web of Science ®Google Scholar