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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 3, 1973 - Issue 2
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Original Articles

A New Total Synthesis of Bulnesol

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Pages 115-123 | Received 23 Jan 1973, Published online: 06 Dec 2006

References

  • Cookson , R. C. , Hudec , J. , Knight , S. A. and Whitear , B. R. D. 1963 . Tetrahedron , 19 : 1995
  • Andersen , N. H. , Hong-sun Uh , Smith , S. E. and Wuts , P. G. M. 1972 . Chem. Commun. , : 956 For earlier studies see b) J. A. Marshall, N. H. Andersen, and P. C. Johnson, J. Org. Chem., 35, 186 (1970)
  • Marshall , J. A. and Carroll , R. D. 1965 . J. Org. Chem. , 30 : 2748 See for example:
  • Collins , J. C. , Hess , W. W. and Frank , F. J. 1968 . Tetrahedron Letters , : 3363 W. G. Dauben, M. Lorber, and D. S. Fullerton, J. Org. Chem., 34, 3587 (1969)
  • Marshall , J. A. , Andersen , N. H. and Hochstetler , A. R. 1967 . J. Org. Chem. , 32 : 113
  • Corey , E. J. , Weinshenker , N. M. , Schaaf , T. K. and Huber , W. 1969 . J. Amer. Chem. Soc. , 91 : 5675 The use of Celite 545 (2g/lg CrO3·2py) in Collins' oxidations in methylene chloride facilitates isolation of sensitive aldehydic products since a non-aqueous work-up (addition of 2g NaHSO3.H2O/g CrO3.2py and filtration through a pad of MgSO4-SiO2) can be employed. This procedure was developed in E. J. Corey's laboratories as an improvement in the PGF2α synthesis
  • Edwards , B. E. and Rao , P. N. 1960 . J. Org. Chem. , 31 : 324
  • Marshall , J. A. and Partridge , J. J. 1969 . Tetrahedron , 25 : 2159
  • Spectra of both diastereomers of XIV, and a mixture of guaiol and 7-epiguaiol were kindly supplied by Prof. Marshall
  • Kato , M. , Kosugi , H. and Yoshikoshi , A. 1970 . Chem. Commun. , : 185
  • Heathcock , C. H. and Ratcliffe , R. 1971 . J. Amer. Chem. Soc. , 93 : 1746
  • Daenicker Dr. and Givaudan Corp. Guaiacwood oil was the gift of

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