Synthesis of sulphur-containing heterocycles by ring closing diene metathesis
作者： Susan K Armstrong , Brett A Christie
DOI: 10.1016/S0040-4039(97)82967-X
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摘要: Abstract We have shown that, surprisingly, the Schrock molybdenum alkylidene catalyst 1 can perform ring closing metathesis reactions on substrates containing a sulphide group, converting diallyl 5 to 2,5-dihydrothiophene 6 with >99 % conversion. By contrast, ruthenium 2 , which is generally more tolerant of functional groups in substrate, unreactive towards diallylsulphide. However even proved unable catalyse closure tetrathiafulvalene derivative 7 .
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sci-hub.se 参考文章(24)
Thomas D. Clark, M. Reza Ghadiri, SUPRAMOLECULAR DESIGN BY COVALENT CAPTURE. DESIGN OF A PEPTIDE CYLINDER VIA HYDROGEN-BOND-PROMOTED INTERMOLECULAR OLEFIN METATHESIS Journal of the American Chemical Society. ,vol. 117, pp. 12364- 12365 ,(1995) , 10.1021/JA00154A051
B.A. Trofimov, S.V. Amosova, N.K. Gurasova, G.K. Musorin, Reactions of triads Se8KOHDMSO, Se8KOHDMSO, TeKOHHMPA with acetylenes Tetrahedron. ,vol. 38, pp. 713- 718 ,(1982) , 10.1016/0040-4020(82)80214-7
Malcolm D. E. Forbes, Jasson T. Patton, Tanya L. Myers, Heather D. Maynard, Dennis W. Smith, Gregory R. Schulz, Kenneth B. Wagener, Solvent-Free Cyclization of Linear Dienes Using Olefin Metathesis and the Thorpe-Ingold Effect Journal of the American Chemical Society. ,vol. 114, pp. 10978- 10980 ,(1992) , 10.1021/JA00053A054
John M. McIntosh, Maqbool A. Siddiqui, 2-Mercaptoaldehyde dimers and 2,5-dihydrothiophenes from 1,3-oxathiolan-5-ones Canadian Journal of Chemistry. ,vol. 61, pp. 1872- 1875 ,(1983) , 10.1139/V83-321
Scott J. Miller, Robert H. Grubbs, Synthesis of Conformationally Restricted Amino Acids and Peptides Employing Olefin Metathesis Journal of the American Chemical Society. ,vol. 117, pp. 5855- 5856 ,(1995) , 10.1021/JA00126A027
Stephen F. Martin, Yusheng Liao, Yueling Wong, Tobias Rein, A novel approach to the asymmetric synthesis of manzamine A. Construction of the tetracyclic ABCE ring system Tetrahedron Letters. ,vol. 35, pp. 691- 694 ,(1994) , 10.1016/S0040-4039(00)75792-3
Bennett C. Borer, Sirik Deerenberg, Hans Bieräugel, Upendra K. Pandit, The first synthesis of the ABCD ring system of manzamine A. Construction of the macrocyclic ring D. Tetrahedron Letters. ,vol. 35, pp. 3191- 3194 ,(1994) , 10.1016/S0040-4039(00)76864-X
Gregory C. Fu, Robert H. Grubbs, The application of catalytic ring-closing olefin metathesis to the synthesis of unsaturated oxygen heterocycles Journal of the American Chemical Society. ,vol. 114, pp. 5426- 5427 ,(1992) , 10.1021/JA00039A065
Gregory C. Fu, SonBinh T. Nguyen, Robert H. Grubbs, Catalytic ring-closing metathesis of functionalized dienes by a ruthenium carbene complex Journal of the American Chemical Society. ,vol. 115, pp. 9856- 9857 ,(1993) , 10.1021/JA00074A085
Gregory C. Fu, Robert H. Grubbs, The synthesis of nitrogen heterocycles via catalytic ring-closing metathesis of dienes Journal of the American Chemical Society. ,vol. 114, pp. 7324- 7325 ,(1992) , 10.1021/JA00044A070