Zirconium(IV) chloride-silica catalysed thioacetalisation of carbonyl compounds

Tetrahedron Letters

Volumn 37, Issue 26, 1996, Pages 4621-4622

  Patney, Harish K ^a   Margan, Simon ^a  

^a UNIVERSITY OF TECHNOLOGY SYDNEY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; CARBONYL DERIVATIVE; KETONE; REAGENT; SILICON DIOXIDE; ZIRCONIUM DERIVATIVE;

ACETYLATION; ARTICLE; CATALYST; CHEMICAL REACTION; SYNTHESIS;

EID: 0030600192     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00892-1     Document Type: Article

References (12)

1. 1. a) Greene, T.W.; Wutts, P.G.M. Protective Groups in Organic Synthesis; John Wiley and Sons, Inc.: New York, 2nd Ed. 1991; pp. 201-207.
2. b) Loewanthal, H.J.E. Protective Groups in Organic Chemistry; McOmie, J.F.W., Ed., Plenum: New York, 1973; pp. 323-402.
3. 2. a) Seebach, D.; Corey, E.J. J. Org. Chem. 1975, 40, 231-237.
4. b) Hauptmann, H.; Campos, M.M. J. Amer. Chem. Soc. 1950, 72, 1405-1406.
5. 3. See references cited in: Patney, H.K. Tetrahedron Lett. 1993. 44, 7127-7128.
6. 4. a) McKillop, A. and Young, D.W. Synthesis 1979, 401-422 and 481-500.
7. b) Posner, G.H. Angew. Chem. Int. Ed. Engl. 1978, 17, 487-496.
8. 5. a) Clark, H.J.; Kybett, A.P.; Macquarie, D.J. Supported Reagents: Preparation, Analysis and Applications; VCH: New York. 1992.
9. b) Laszlo, P. Ed., Preparative Chemistry Using Supported Reagents; Academic: San Diego, 1987.
10. 6. For thioacetalisation procedures involving silica gel see: a) Kamitori, Y.; Hojo, M,; Masuda, R.; Kimura, T.; and Yoshida, T. J. Org. Chem. 1986, 51, 1427-1431.
11. b) Patney, H.K. Tetrahedron Lett. 1994, 35, 5717-5718.
12. 7. The zirconium(IV) chloride-silica reagent was prepared by mechanically shaking chromat. grade silica gel (50g) (70-230 mesh, dried overnight 100°C) and powdered zirconium(IV) chloride (15.2g) for 24 hr.