Selective protection of either the phenol or the hydroxy group in hydroxyalkyl phenols

Tetrahedron Letters

Volumn 40, Issue 36, 1999, Pages 6561-6562

  Sefkow, Michael ^a   Kaatz, Helvi ^a  

^a UNIVERSITY OF POTSDAM   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

REAGENT;

ARTICLE; CHEMICAL REACTION KINETICS; ORGANIC CHEMISTRY; PROTECTION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0033520239     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01391-X     Document Type: Article

References (11)

1. a) Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; 2. Ed; John Wiley and Sons: New York; 1991;
2. b) Kocienski, P. J. Protecting Groups; Georg Thieme: Stuttgart, 1994.
3. a) Jarman, M.; McCague, R. J. Chem. Soc., Chem. Commun. 1984, 125-127;
4. b) Jarman, M.; McCague, R. J. Chem. Research (S) 1985, 114-115;
5. c) Jarman, M.; McCague, R. J. Chem. Research (S) 1985, 116-117.
6. van der Leu, M.; Oosterink, H. J.; Hall, R. H.; Reinhoudt, D. N. Tetrahedron 1981, 37, 3661-3666.
7. Houlihan, F.; Bouchard, F.; Frechet, J. M. J.; Wilson, C. G. Can. J. Chem. 1985, 63, 153-162.
8. Hagiwara, H.; Morohashi, K.; Suzuki, T.; Ando, M. Synth. Commun. 1998, 28, 2001-2006.
9. Ballini, R.; Bigi, F.; Carloni, S.; Maggi, R.; Sartori, G. Tetrahedron Lett. 1997, 38, 4169-4172.
10. Collington, E. W.; Finch, H.; Smith, I. J. Tetrahedron Lett. 1985, 26, 681-684.
11. 4, 80% overall), compound 1a was obtained in 8 steps from 5-bromo- salicylaldehyde according to known procedures (Findlay, J. B. C.; Fishwick, C. W. G.; Kersey, I. D.; Ward, P. Synthesis 1995, 553-556) (30% overall), and 1d by addition of n-BuLi to the same precursor at low temperature (94%).