DABCO- and DBU-accelerated green chemistry for N-, O-, and S-benzylation with dibenzyl carbonate

Tetrahedron Letters

Volumn 44, Issue 24, 2003, Pages 4563-4565

  Shieh, Wen Chung ^a   Lozanov, Mario ^a   Loo, Mauricio ^a   Repič, Oljan ^a   Blacklock, Thomas J ^a  

^a NOVARTIS INSTITUTES FOR BIOMEDICAL RESEARCH   (United States)

Author keywords

Benzylation; DABCO; DBU; Dibenzyl carbonate; Green chemistry; Nucleophilic catalyst

Indexed keywords

1,4 DIAZABICYCLO[2.2.2]OCTANE; CARBONIC ACID DERIVATIVE; DIBENZYL CARBONATE; NITROGEN; OXYGEN; SULFUR; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; BENZYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0038403891     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00992-4     Document Type: Article

References (13)

1. Greene, T. W.; Wuts, P. G. M. In Protective Groups in Organic Synthesis, 2nd ed.; John Wiley & Sons: New York, 1991; Chapters 2 and 5-7.
2. Shieh W.-C., Dell S., Repič O. Org. Lett. 3:2001;4279.
3. Shieh W., Dell S., Repič O. J. Org. Chem. 67:2002;2188.
4. Shieh W., Dell S., Bach A., Repič O., Blacklock T.J. J. Org. Chem. 68:2003;1954.
5. Monache G.D., Di Giovanni M.C., Maggio F., Misiti D., Zappia G. Synthesis. 1995;1155.
6. Selva M., Tundo P., Perosa A. J. Org. Chem. 66:2001;677.
7. Selva M., Marques C.A., Tundo P. J. Chem. Soc., Perkin Trans. 1. 1995;1889.
8. Katritzky A., Lang H., Lan X. Tetrahedron. 49:1993;2829.
9. Ucar H., Van Derpoorten K., Poupaert J. Heterocycles. 45:1997;805.
10. Arnold L., Assil H., Vederas J. J. Am. Chem. Soc. 111:1989;3973.
11. Baudin J., Hareau G., Julia S., Lorne R., Ruel O. Bull. Soc. Chim. Fr. 130:1993;856.
12. Ooi T., Miura T., Itagaki Y., Ichikawa H., Maruoka K. Synthesis. 2:2002;279.
13. Lu T., Vargas D., Fischer N. Phytochemistry. 34:1993;737.