Synthesis of polyfluoroalkyl-γ-lactones from polyfluoroalkyl halides and 4-pentenoic acids

Tetrahedron

Volumn 59, Issue 14, 2003, Pages 2555-2560

  Zou, Xiaowei ^a   Wu, Fanhong ^a   Shen, Yongjia ^a   Xu, Sheng ^a   Huang, Weiyuan ^b  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

4 pentenoic acid; Polyfluoroalkyl iodide; Polyfluoroalkyl lactonization; Sodium dithionite; butyrolactones

Indexed keywords

4 PENTENOIC ACID; GAMMA LACTONE DERIVATIVE; HALIDE; SODIUM DITHIONITE;

ADDITION REACTION; ARTICLE; CYCLIZATION; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037474621     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00250-3     Document Type: Article

References (15)

1. (a) Wang C., Rusell G.-H. J. Org. Chem. 64:1999;2066.
2. (b) Harding K.E., Tiner T.H. Trost B.M. Comprehensive Organic Synthesis. Vol. 4:1991;363 Pregamon, New York.
3. Brown H.C., Kulkarni S.V., Racherla U.S. J. Org. Chem. 89:1994;365.
4. Heike M., Uli K. Synthesis. 2001;487.
5. M.-Lluisa B., Cecilia J., Joan B. Chem. Commun. 2000;2459.
6. Edyta P., Zbigniew C., Jan N., Czeslaw W. J. Agric. Food Chem. 48:2000;4973.
7. Wang Z., Lu X.-Y. Tetrahedron. 51:1995;2639.
8. Silvana R., Drazenka S., Tatjana G., Andreja M., Antonija H.B., Ante N., Jan B., Erik D.C., Mladen M. J. Med. Chem. 43:2000;4806.
9. (a) Kirk K.L., Creveling C.R. Med. Res. Rev. 4:1984;189.
10. (b) Welch J.T. Tetrahedron. 43:1987;3123. and references cited therein.
11. (a) Wu F.-H., Huang W.-Y. Chin. J. Org. Chem. 17:1997;106.
12. (b) Huang W.-Y., Wu F.-H. Isr. J. Chem. 39:1999;167.
13. Zou X.-W., Wu F.-H. Chin. Chem. Lett. 13:2002;410.
14. Cambie R.C., Hayward R.C., Roberts J.L., Rutledge P.S. J. Chem. Soc. Perkin Trans. 1. 1974;1864.
15. Cambie R.C., Ng K.S., Rutledge P.S., Woodgate P.D. Aust. J. Chem. 32:1979;2793.