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Original Articles

GEOMETRICAL OPTIMIZATIONS, NMR ANALYSES, AND NOVEL CRYSTAL STRUCTURES OF 3-OXA-7-BENZYL-7-AZABICYCLO[3.3.1]-NONAN-9-ONE AND 3-THIA-7-BENZYL-7-AZABICYCLO[3.3.1]-NONAN-9-ONE; STRUCTURAL ANALYSIS OF THE CORRESPONDING 3,7-DIHETERABICYCLO[3.3.l]NONANE HYDROPERCHLORATES

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Pages 97-116 | Received 20 Oct 1998, Accepted 04 Nov 1998, Published online: 24 Sep 2006

References

  • Berlin , K. D. , Garrison , G. L. , Couch , K. M. , Tyagi , S. and Sangiah , S. 1995 . Main Group Chemistry News , 3 : 6
  • Zefirov , N. S. and Patyulin , V. A. 1991 . “ Conformational Analysis of Bicyclo[3.3.1]nonanes and Their Hetero Analogs ” . In Topics in Stereochemistry Edited by: Eliel , E. L. and Wilen , H. Volume 20 , New York : Interscience . in, Eds.:;
  • Jeyaraman , R. and Avila , S. 1981 . Chem. Rev. , 81 : 149
  • Zefirov , N. S. and Rogozina , S. V. 1973 . Russ. Chem. Rev. , 42 : 190
  • Mulekar , S. V. and Berlin , K. D. 1989 . J. Org. Chem. , 54 : 4758
  • Bailey , B. R. III , Berlin , K. D. , Holt , E. M. , Scherlag , B. J. , Lazzara , R. , Brachmann , J. , van der Helm , D. , Powell , D. R. , Pantaleo , N. S. and Ruenitz , P. C. 1984 . J. Med. Chem. , 27 : 758
  • Bailey , B. R. III , Berlin , K. D. and Holt , E. M. 1984 . Phosphorus and Sulfuq , 20 : 131
  • Bailey , B. R. III , Berlin , K. D. , Powell , D. R. and van der Helm , D. 1984 . Phosphorus and Sulfur; , 21 : 121
  • Thompson , M. D. , Smith , G. S. , Berlin , K. D. , Holt , E. M. , Scherlag , B. J. , van der Helm , D. , Muchmore , S. W. and Fidelis , K. A. 1987 . J. Med. Chem. , 30 : 780
  • Smith , G. S. , Berlin , K. D. , Zisman , S. A. , Holt , E. M. , Green , V. A. and van der Helm , D. 1988 . Phosphorus and Sulfur , 39 : 91
  • Smith , G. S. , Thompson , M. D. , Berlin , K. D. , Holt , E. M. , Scherlag , B. J. , Patterson , E. and Lazzara , R. 1990 . Eur J. Med. Chem. , 25 : 1
  • Ruenitz , P. C. and Mokler , C. M. 1977 . J. Med. Chem. , 20 : 1668
  • Arjunan , P. , Berlin , K. D. , Barnes , C. L. and van der Helm , D. 1981 . J. Org. Chem. , 46 : 3196
  • Pantaleo , N. S. , van der Helm , D. , Ramarajan , K. , Bailey , B. R. III and Berlin , K. D. 1981 . J. Org. Chem. , 46 : 4199
  • Pantaleo , N. S. , Satyamurthy , N. , Ramarajan , K. , O'Donnell , D. J. , Berlin , K. D. and van der Helm , D. 1981 . J. Org. Chem. , 46 : 4284
  • Thompson , M. D. , Smith , G. S. , Berlin , K. D. , Holt , E. M. , Scherlag , B. J. , van der Helm , D. , Muchmore , S. W. and Fidelis , K. A. 1987 . J. Med. Chem. , 30 : 780
  • Scherlag , B. J. , Patterson , E. , Lazzara , R. , Bailey , B. R. III , Thompson , M. D. and Berlin , K. D. 1988 . J. Electrophysiol , 2 : 461
  • Patterson , E. , Scherlag , B. J. , Berlin , K. D. and Lazzara , R. 1993 . J. Cardiovas. Pharmacol , 21 : 637
  • Fazekas , T. , Mabo , P. , Berlin , K. D. , Garrison , G. L. , Patterson , E. , Scherlag , B. J. and Lazzara , R. 1993 . J. Mol Cell Cardiol , 25 : S78 (SUPPL), .
  • Chen , C.-L. , Sangiah , S. , Berlin , K. D. , Scherlag , B. J. , Patterson , E. and Lazzara , R. 1994 . Cardiovascular Drug Reviews , 12 : 237
  • Chen , C.-L. , Sangiah , S. , Roder , J. D. , Chen , H. , Berlin , K. D. , Garrison , G. L. , Scherlag , B. J. and Lazzara , R. 1995 . Arzneimittel-Forschung Drug Research , 45 : 670
  • Fazekas , T. , Carlsson , L. , Scherlag , B. J. , Csaba , L. , Berlin , K. D. and Lazzara , R. 1995 . Cardiologia Hungarica , 24 : 7
  • Chen , C.-L. , Sangiah , S. , Bourne , D. W. A. , Roder , J. D. , Chen , H. , Alvi , F. K. , Clarke , C. R. , Garrison , G. L. , Berlin , K. D. , Couch , K. M. , Scherlag , B. J. , Lazzara , R. , Patterson , E. and van der Helm , D. 1995 . Eur, J. Drug Metab. & Pharmacokinetics , 20 : 151
  • Garrison , G. L. , Berlin , K. D. , Scherlag , B. J. , Lazzara , R. , Patterson , E. , Fazekas , T. , Sangiah , S. , Chen , C.-L. , Schubot , F. D. and van der Helm , D. 1996 . J. Med. Chem. , 39 : 2559
  • 1982 . Stereochemical Applications of NMR Studies in Rigid Bicyclic Systems FL : Verlag; Deerfield Beach . Long range “W” couplings are well documented in bicyclic systems. See A. P. Marchand
  • Macomber , R. S. 1998 . “ Ch. 9 ” . In A Complete Inrroduction to Modem NMR Spectroscopy New York : Wiley-Interscience . ;
  • Silverstein , R. M. , Bassler , G. C. and Morrill , T. C. 1991 . Spectrometric Identification of Organic Compounds 5th Edition, Ch. 4, Wiley; New York, p 175.
  • Takeuchi , Y. , Scheiber , P. and Takada , K. 1980 . J. Chem. Soc., Chem. Commun. , : 403 A system related to 1, but with phenyl groups at the 1,5-positions, was reasoned to have such an equilibrium. see.
  • Yu , C. and Levy , G. C. 1984 . J. Am. Chem. Soc. , 106 : 6533
  • Frisch , M. J. , Trucks , G. W. , Schlegel , H. B. , Gill , P. M. W. , Johnson , B. G. , Robb , M. A. , Cheesman , J. R. , Keith , T. A. , Peterson , G. A. , Montgomery , J. A. , Raghavachari , K. , Al-Laham , M. A. , Zakrzewski , V. G. , Ortiz , J. V. , Foresman , J. B. , Cioslowski , J. , Stefanov , B. B. , Nanayakkara , A. , Challacombe , M. , Peng , C. Y. , Ayala , P. Y. , Chen , W. , Wong , M. W. , Andres , J. L. , Replogle , E. S. , Gomperts , R. , Martin , R. L. , Fox , J. D. , Binkley , J. S. , Degrees , D. J. , Baker , J. , Stewart , J. P. , Head-Gordon , M. , Gonzales , C. and Pople , J. A. 1995 . Pittsburgh, PA : Gaussion, Inc. . GAUSSIAN 94 (Revision D. I)
  • 1994 . SHEXTL, Version 5 Reference Manual, Bruker AXS, Madison, WI.

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