DOI: 10.1039/A704252C
(Paper)
Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 2161-2162
Chiral base-mediated asymmetric functionalisation of tricarbonylchromium(0) complexes of benzyl sulfides
(Note: The full text of this document is currently only available in the PDF Version )
Susan E. Gibson, Peter Ham, Gary R. Jefferson and Mark H. Smith
Abstract
Chiral base-mediated asymmetric functionalisation of tricarbonylchromium(0) complexes of benzyl sulfides gives, after crystallisation, products of high enantiomeric purity (92–99% ee) in acceptable yield (51–76%); an intriguing reversal of stereoselectivity with respect to the analogous oxygen systems is noted.
References
- B. Kaiser and D. Hoppe, Angew. Chem., Int. Ed. Engl., 1995, 34, 323 CrossRef CAS and references therein.
- H. Ahlbrecht, J. Harbach, R. W. Hoffmann and T. Ruhland, Liebigs Ann., 1995, 211 CAS and references therein.
- E. L. M. Cowton, S. E. Gibson (née Thomas), M. J. Schneider and M. H. Smith, Chem. Commun., 1996, 839 RSC.
- See, for example, G. A. Cran, C. L. Gibson, S. Handa and A. R. Kennedy, Tetrahedron: Asymmetry, 1996, 7, 2511 Search PubMed.
- J. Blagg, S. G. Davies, N. J. Holman, C. A. Laughton and B. E. Mobbs, J. Chem. Soc., Perkin Trans. 1, 1986, 1581 RSC.
- B. Nicholls and M. C. Whiting, J. Chem. Soc., 1959, 551 RSC.
- R. A. Ewin and N. S. Simpkins, Synlett, 1996, 317 CrossRef CAS.
- M. F. Semmelhack, W. Seufert and L. Keller, J. Am. Chem. Soc., 1980, 102, 6584 CrossRef CAS.
- S. E. Gibson (née Thomas), P. C. V. Potter and M. H. Smith, Chem. Commun., 1996, 2757 RSC.
- S. G. Davies and T. D. McCarthy, in Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. A. Stone and G. Wilkinson, Pergamon, Oxford, 1995, vol. 12, pp. 1049–51 Search PubMed.