A novel titanium tetrachloride-induced rearrangement of an enantiopure 4-naphthyldioxolane. The possible role of titanium in the umpolung of tosyloxy and chlorine

Tetrahedron Letters

Volumn 50, Issue 46, 2009, Pages 6361-6363

  Giles, Robin G F ^a   McManus, Joshua D ^a  

^a MURDOCH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXOLANE DERIVATIVE; 4 NAPHTHYLDIOXOLANE; AROMATIC COMPOUND; CHLORINE; TITANIUM TETRACHLORIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHLORINATION; LOW TEMPERATURE; REACTION ANALYSIS;

EID: 70349495212     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.08.107     Document Type: Article

References (10)

1. Giles R.G.F., Rickards R.W., and Senanayake B.S. J. Chem. Soc., Perkin Trans. 1 (1996) 2241
2. Giles R.G.F., Rickards R.W., and Senanayake B.S. J. Chem. Soc., Perkin Trans. 1 (1997) 3361
3. Baldwin J.E., and Lusch M.J. Tetrahedron 38 (1982) 2939
4. Fieser L.F., and Fieser M. Advanced Organic Chemistry (1961), Reinhold, New York Chapter 11
5. Field L.D., Sternhell S., and Wilton H.V. J. Chem. Educ. 76 (1999) 1246 and references cited therein
6. For example:. Giles R.G.F., Green I.R., Knight L.S., Lee Son V.R., Mitchell P.K., and Yorke S.C. J. Chem. Soc., Perkin Trans. 1 (1994) 853
7. Chorn T.A., Giles R.G.F., Green I.R., Hugo V.I., Mitchell P.K., and Yorke S.C. J. Chem. Soc., Perkin Trans. 1 (1984) 1339 and elsewhere
8. Aggarwal R., Birkbeck A.A., de Koning C.B., Giles R.G.F., Green I.R., Li S.-H., and Oosthuizen F.J. Tetrahedron Lett. 44 (2003) 4535
9. Giles R.G.F., Green I.R., Knight L.S., Lee Son V.R., and Yorke S.C. J. Chem. Soc., Perkin Trans. 1 (1994) 865
10. Giles R.G.F., and Gruchlik Y. ARKIVOC x (2004) 134