Alkynyliodonium salts in organic synthesis. Preparation of 2-substituted-3-p-toluenesulfonyldihydrofurans from 1-hydroxybut-3-ynyliodonium ethers via a formal stevens shift of a carbon group

Organic Letters

Volumn 2, Issue 17, 2000, Pages 2603-2605

  Feldman, Ken S ^a   Wrobleski, Michelle Laci ^a  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATION; DRUG DERIVATIVE; FURAN DERIVATIVE; SULFONE; TOLUENE;

ARTICLE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC CHEMISTRY;

CHEMISTRY, ORGANIC; FURANS; MAGNETIC RESONANCE SPECTROSCOPY; ONIUM COMPOUNDS; SULFONES; TOLUENE;

EID: 0034710466     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006115p     Document Type: Article

References (12)

1. (a) Stang, P. J.; Zhdankin, V. V. Tetrahedron 1998, 54, 10927.
2. (b) Varvoglis, A. Tetrahedron 1997, 53, 1179.
3. Kirmse, W. Angew. Chem., Int. Ed. Engl. 1997, 36, 1164.
4. (a) Kim, S.; Cho, C. M. Tetrahedron Lett. 1995, 36, 4845.
5. (b) Ito, Y.; Aoyama, T.; Shioiri, T. Synlett 1997, 1163.
6. (c) Miwa, K.; Aoyama, T.; Shioiri, T. Synlett 1994, 461.
7. (d) see also Sueda, T.; Nagaoka, T.; Goto, S.; Ochiai, M. J. Am. Chem. Soc. 1996, 118, 10141.
8. Marke, I. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford 1991; Vol. 3, Chapter 3.10.
9. Feldman, K. S.; Mingo. P. A.; Hawkins, P. C. D. Heterocycles 1999, 51, 1283.
10. (a) Roskamp, E. J.; Johnson, C. R. J. Am. Chem. Soc. 1986, 108, 6062.
11. (b) Eberlein, J. H.; West, F. G.; Tester, R. W. J. Org. Chem. 1992, 57, 3479.
12. (c) Doyle, M. P.; Griffin, J. H.; Chinn, M. S.; van Leusen, D. J. Org. Chem. 1984, 49, 1917.