(Salen)Co(II) complex - An efficient catalyst for the high-pressure Friedel-Crafts reaction of 2-methylfuran with alkyl glyoxylates

Tetrahedron Asymmetry

Volumn 14, Issue 23, 2003, Pages 3643-3645

  Kwiatkowski, Piotr ^a   Wojaczyńska, Elzbieta ^a,c   Jurczak, Janusz ^a,b  

^a POLISH ACADEMY OF SCIENCES   (Poland)

^b UNIVERSITY OF WARSAW   (Poland)

^c WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYLFURAN; COBALT COMPLEX; GLYOXYLIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; DISSOLUTION; ENANTIOSELECTIVITY; FRIEDEL CRAFTS REACTION; GAS CHROMATOGRAPHY; PRIORITY JOURNAL;

EID: 0345016371     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2003.08.012     Document Type: Article

References (13)

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2. Roberts R.M., Khalaf A.A. Friedel-Crafts Alkylation Chemistry. A Century of Discovery. 1984;Marcel Dekker, New York.
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8. Pikul S., Raczko J., Ankner K., Jurczak J. J. Am. Chem. Soc. 109:1987;3981.
9. r(R)=20.1 min.
10. r(R)=12.5 min.
11. Tokunaga M., Larrow J.F., Kakiuchi F., Jacobsen E.N. Science. 277:1997;936.
12. Ready J.M., Jacobsen E.N. J. Am. Chem. Soc. 121:1999;6086.
13. General procedure for the high-pressure Friedel-Crafts reaction: To a toluene solution (~2 mL) of catalyst (R,R)-4, placed in a Teflon ampoule (5 mL), freshly distilled glyoxylate 2a or 2b, and 2-methylfuran 1 were added. Then the ampoule was filled with toluene and placed in a high-pressure vessel, and then pressure was slowly increased to 10 kbar at 25°C. After stabilization of pressure, the reaction mixture was kept under these conditions for 20 h. After decompression, the reaction mixture was purified by chromatography on a silica gel column using hexane/AcOEt 9:1 as an eluent.