Direct oxidation of primary tert-butyldimethylsilyl ethers to carboxylic acids with Jones reagent

Synthetic Communications

Volumn 26, Issue 24, 1996, Pages 4685-4692

  Andrew Evans, P ^a   Roseman, Jamie D ^a   Garber, Lisa T ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 8044249421     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608004794     Document Type: Article

References (10)

1. Liu, H. -J.; Han, I. -S. Synth. Commun. 1985, 15, 759.
2. For a recent review on the oxidative deprotection of silyl ethers, see Muzart, J. Synthesis 1993, 11.
3. Wilson, N. S.; Keay, B. A, J. Org. Chem. 1996, 61, 2918. Abad, A.; Agullo, C.; Arno, M.; Domingo, L. R.; Zaragoza, R. J. J. Org. Chem. 1990, 55, 2369. Föhlisch, B.; Sendelbach, S.; Bauer, H. Liebigs Ann. Chem. 1987, 1.
4. Wilson, N. S.; Keay, B. A, J. Org. Chem. 1996, 61, 2918. Abad, A.; Agullo, C.; Arno, M.; Domingo, L. R.; Zaragoza, R. J. J. Org. Chem. 1990, 55, 2369. Föhlisch, B.; Sendelbach, S.; Bauer, H. Liebigs Ann. Chem. 1987, 1.
5. Wilson, N. S.; Keay, B. A, J. Org. Chem. 1996, 61, 2918. Abad, A.; Agullo, C.; Arno, M.; Domingo, L. R.; Zaragoza, R. J. J. Org. Chem. 1990, 55, 2369. Föhlisch, B.; Sendelbach, S.; Bauer, H. Liebigs Ann. Chem. 1987, 1.
6. Evans, P. A.; Roseman, J. D. Tetrahedron Lett. 1995, 36, 31. Evans, P. A.; Roseman, J. D. J. Org. Chem. 1996, 61, 2252. Evans, P. A.; Roseman, J. D.; Garber, L. T. J. Org. Chem. 1996, 61, 4880 and pertinent references cited therein.
7. Evans, P. A.; Roseman, J. D. Tetrahedron Lett. 1995, 36, 31. Evans, P. A.; Roseman, J. D. J. Org. Chem. 1996, 61, 2252. Evans, P. A.; Roseman, J. D.; Garber, L. T. J. Org. Chem. 1996, 61, 4880 and pertinent references cited therein.
8. Evans, P. A.; Roseman, J. D. Tetrahedron Lett. 1995, 36, 31. Evans, P. A.; Roseman, J. D. J. Org. Chem. 1996, 61, 2252. Evans, P. A.; Roseman, J. D.; Garber, L. T. J. Org. Chem. 1996, 61, 4880 and pertinent references cited therein.
9. Evans, P. A.; Garber, L. T. Tetrahedron Lett. 1996, 37, 2927.
10. Bowden, K.; Heilbron, I. M.; Jones, E. R. H.; Weedon, B. C. L. J. Chem. Soc. 1946, 39.