A new and improved synthesis of trans-1,2-diiodoalkenes and their stereospecific and highly regioselective trifluoromethylation

Journal of Organic Chemistry

Volumn 63, Issue 25, 1998, Pages 9486-9489

  Duan, Jianxin ^a   Dolbier Jr , William R ^a   Chen, Qing Yun ^b  

^a University of Florida ^*  (United States)

^b UNIVERSITY OF FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; ALKANE DERIVATIVE; ALKENE DERIVATIVE; ALKYNE DERIVATIVE; COPPER ION; IODINE;

ARTICLE; METHYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS; TECHNIQUE;

EID: 0032509234     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9816663     Document Type: Article

References (16)

1. (a) Filler, R.; Kobayashi, Y., Eds. Biomedicinal Aspects of Fluorine Chemistry; Kodasha/Elsevier: New York, 1982.
2. (b) Welch, J. T. Tetrahedron 1987, 43, 3123.
3. (c) Seebach, D. Angew. Chem., Int. Ed. Engl. 1990, 29, 1320.
4. McClinton, M. A.; McClinton, D. A. Tetrahedron 1992, 48, 6555.
5. (a) Kobayashi, Y.; Kumadaki, I. Tetrahedron Lett. 1969, 47, 4095.
6. (b) Matsui, K.; Tobita, E.; Ando, M.; Kondo, K. Chem. Lett. 1981, 1719.
7. (c) Wiemers, D. M.; Burton, D. J. J. Am. Chem. Soc. 1986, 108, 832.
8. (d) Chen, Q.-Y.; Wu, S.-W. J. Chem. Soc. Chem. Commun. 1989, 705.
9. (e) Carr, G. E.; Chambers, R. D.; Holmes, T. F.; Parker, D. G. J. Chem. Soc., Perkin Trans. 1 1988, 921.
10. (f) Su, D.-B.; Duan, J.-X.; Chen, Q.-Y. Tetrahedron Lett. 1991, 32, 7689.
11. (g) Urata, H.; Fuchikami, T. Tetrahedron Lett. 1991, 32, 91.
12. Hollins, R. A.; Campos, M. P. A. J. Org. Chem. 1979, 44, 3931.
13. Heasley, V. L.; Shellhamer, D. F.; Heasley, L. E.; Yaeger, D. B. J. Org. Chem. 1980, 45, 4649.
14. Larson, S.; Luidhardt T.; Kabalka, G. W.; Pagni, R. M. Tetrahedron Lett, 1988, 29, 35.
15. Fuchikami, T.; Yatabe, M.; Ojima, I. Synthesis 1981, 365.
16. Yang, Z.-Y.; Wiemers, D. M.; Burton, D. J. J. Am. Chem. Soc. 1992, 114, 4402.