Stannylated α-pyrones: Synthesis, halogenation and destannylation reactions

Tetrahedron

Volumn 54, Issue 42, 1998, Pages 12807-12822

  Sauer, Jürgen ^a   Heldmann, Dieter K ^a   Range, Klaus Jürgen ^a   Zabel, Manfred ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

Alkynes; Cycloadditions; Pyrones; Tin and compounds

Indexed keywords

2 PYRONE DERIVATIVE; ALKYNE; CHLOROFORM; HYDROCHLORIC ACID;

ARTICLE; COLUMN CHROMATOGRAPHY; CYCLIZATION; DRUG SYNTHESIS; HALOGENATION; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; THIN LAYER CHROMATOGRAPHY; VOLUMETRY;

EID: 0032532585     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00754-6     Document Type: Article

References (21)

1. [1] Steglich W, Buschmann E, Gansen G, Wilschowitz L. Synthesis 1977: 252-253.
2. [2] Christl M. Gazz. Chim. Ital. 1986; 116: 1-17.
3. [3] Christl M, Bodenschatz G, Feineis E, Hegmann J, Hüttner G, Mertelmeyer S, Schätzlein K. Liebigs Ann. 1996: 853-861.
4. [4] Sauer J. 1,2,4,5-Tetrazines. In Katritzky AR, Rees CW, Scriven EFV, editors. Comprehensive Heterocyclic Chemistry II, Vol. 6. Oxford: Pergamon Press, 1996: 901-957.
5. [5] Heldmann DK, Sauer J. Tetrahedron Lett. 1997; 38: 5791-5794.
6. [6] Sauer J, Heldmann DK. Tetrahedron 1998; 54: 4297-4312.
7. [7] Sauer J, Heldmann DK. Tetrahedron Lett. 1998; 39: 2549-2552.
8. [8] Pereyre M, Quintard J-P, Rahm A. Tin in Organic Synthesis. London: Butterworths, 1987.
9. [9] Davies AG. Organotin Chemistry. Weinheim: VCH, 1997.
10. [10] MOPAC 7.0, the PM3 hamiltonian was used: Stewart JJ. J. Comp. Chem. 1989; 10: 209-221.
11. [11] Jousseaume B, Villeneuve P. J. Chem. Soc. Chem. Commun. 1987: 513-514.
12. [12] Sakamoto T, Funami N, Kondo Y, Yamanaka H. Heterocycles 1991; 32: 1387-1390.
13. [13] Yang Y, Wong HNC. J. Chem. Soc. Chem. Commun. 1992: 656-658.
14. [14] Padwa A, Eisenbarth P. J. Heterocyclic Chem. 1985; 22: 61-64.
15. [15] Farina C, Pifferi G, Nasi F, Pinza M. J. Heterocyclic Chem. 1983; 20: 979-982.
16. [16] Christl M, Lanzendörfer U, Grötsch MM, Ditterich E, Hegmann J. Chem. Ber. 1990; 123: 2031-2037.
17. [17] Renaldo AF, Labadie JW, Stille JK. Org. Synth. Coll. Vol. VIII. New York: John Wiley & Sons, 1993: 268-274.
18. [18] Boger DL, Coleman RC, Panek JS, Huber FX, Sauer J. J. Org. Chem. 1985; 50: 5377-5379.
19. [19] Altomare A, Cascarano G, Giacovazzo C, Guagliardi A. J. Appl. Cryst. 1993; 26: 343-350.
20. [20] Sheldrick GM. SHELXL93, Program for the Refinement of Crystal Structures, University of Göttingen, 1993.
21. [21] Spek AL. Acta Crystallogr., Sect. C 1990; 43: 1233-1235.