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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 14
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Original Articles

A Versatile Approach Towards Enantiopure α-Methyl β-Hydroxy Ketones. Application to the Synthesis of (4R,5S) Sitophilure and of Its Stereoisomers

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Pages 2613-2620 | Received 01 Dec 1997, Published online: 20 Aug 2006

REFERENCES

  • Razkin , J. , Gonzalez , A. and Gil , P. 1996 . Tetrahedron: Asymmetry , 7 : 3479
  • Moiseenkov , A. M. , Shpiro , N. A. , Cheskis , B. A , Chattopadkhaiya , S. and Buevich , A. V. 1992 . Dokl. Akad. Nauk. , 325 : 302
  • Fronza , G. , Fuganti , C. , Hogberg , H-E. , Pedrocchi-Fantoni , G. and Servi , S. 1988 . Chem. Lett. , : 385
  • Mori , K. and Ebata , T. 1986 . Tetrahedron , 42 : 4421
  • Szymoniak , J. , Lefranc , H. , Besançon , J. and Moïse , C. 1995 . Synthesis , 7 : 815
  • Szymoniak , J. , Lefranc , H. and Moïse , C. 1996 . J. Org. Chem. , 61 : 3926
  • Lefranc , H. , Szymoniak , J. , Tréma , R. and Moïse , C. 1997 . Synth. Commun. , 27 : 1689
  • Szymoniak , J. , Thery , N. and Moïse , C. 1997 . Synlett , : 1239
  • The syn stereoselectivity is lower (syn/anti=60/40) than that observed in a similar reaction involving isoprene (syn/anti=88/12).3 The syn and anti stereoisomers could be easily separated; see experimental section
  • Heathcock , C. H. , Pirrung , M. C. and Sohn , J. E. 1979 . J. Org. Chem. , 44 : 4294
  • Pirkle , W. H. and Hauske , J. R. 1977 . J. Org. Chem. , 42 : 2781
  • Wilkinson , G. and Birmingham , J. M. 1954 . J. Am. Chem. Soc. , 76 : 4281
  • House , H. O. , Czuba , L. J. , Gal , M. and Olmstead , H. D. 1969 . J. Org. Chem. , 34 : 2324

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