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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 23, 1993 - Issue 13
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Original Articles

Biomimetic Asymmetric Hydroxymercuration of Olefins Catalysed by β-Cyclodextrin+

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Pages 1877-1885 | Received 09 Nov 1992, Published online: 23 Sep 2006

References

  • Brown , H. C. and Geoghegan , P. Jr . 1967 . J. Amer. Chem. Soc. , 89 : 1522
  • Larock , R. C. 1986 . “Solvomercuration/Demercuration Reactions in Organic Synthesis” , 3 – 149 . Berlin : Springer-verlag .
  • Matsui , Y. , Nishioka , T. and Fujita , T. 1983 . “Topics in Current Chemistry: Biomimetic and Bioorganic Chemistry I , 61 – 91 . Heidelberg : Springer-Verlag Berlin . No. 128
  • Breslow , R. 1983 . “Biomimetic Chemistry” , 1 – 20 . Tokyo : Elsevier .
  • Bender , M. L. and Komiyama , M. 1978 . “Cyclodextrin Chemistry” , I Berlin : Springer-verlag .
  • Tabushi , I. 1982 . Acc. Chem. Res , 15 : 66
  • RamaRao , K. and Sattur , P. B. 1989 . J. Chem. Soc., Chem. Commun. , : 342
  • Rama Rao , K. , Srinivasan , T. N. , Bhanumathi , N. and Sattur , P. B. 1990 . J. Chem. Soc., Chem. Commun. , : 10
  • Rama Rao , K. , Sampathkumar , H. M. , Bhanumathi , N. and Sattur , P. B. 1990 . Org. Prep. Proc. Int. , 22 : 632
  • Rama Rao , K. , Bhanumathi , N. and Sattur , P. B. 1990 . Tetrahedron Letters , 31 : 3201
  • Rama Rao , K. , Bhanumathi , N. , Srinivasan , T. N. and Sattur , P. B. 1990 . Tetrahedron Letters , 31 : 899
  • Corey , E. J. and Reichard , G. A. 1989 . Tetrahedron Letters , 30 : 5207
  • Ashokkumar , Ner. D.H. and Dike , S. Y. 1991 . Tetrahedron Letters , 32 : 1901
  • Soai , K. , Yamanoi , T. , Hikama , H. and Oyamada , H. 1985 . J. Chem. Soc., Chem. Commun. , : 138
  • Braun , M. and Devant , R. 1984 . Tetrahedron Letters , 25 : 5031
  • 1986 . Drugs of future , Vol. 11 , 134 Barcelona, , Spain : Prous Science Publishers .
  • Robertson , D. W. , Krushins , J. H. , Fuller , R. W. and Leander , J. D. 1988 . J. Med. Chem. , 31 : 1412
  • Reactions were performed after isolation of (1:1) olefin-β-CD complexes, so as to rule out the possibility of solvomercuration of uncomplexed olefins which amounts to low optical yield as observed in CD mediated reactions. (b) Demercuration was carried out in this biphasic medium in order to minimise β-elimination which is a serious side reaction during reduction of oxymercurials.
  • Boaz , N. W. 1992 . J. Org. Chem. , 57 : 4289 and the references cited therein.
  • Deol , B. S. , Ridley , D. D. and Simpson , G. W. 1976 . Aust. J. Chem. , 29 : 2459

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