Rhodium catalysed decomposition of α-diazosulfoxides: Formation of α- oxo sulfines as intermediates

Tetrahedron Letters

Volumn 39, Issue 22, 1998, Pages 3849-3852

  Maguire, Anita R ^a   Kelleher, Patrick G ^a   Lawrence, Simon E ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA DIAZOSULFOXIDE; RHODIUM DERIVATIVE; SULFINIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DECOMPOSITION; DIASTEREOISOMER; DIMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STEREOISOMERISM;

EID: 0032575189     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00630-3     Document Type: Article

References (27)

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13. 7. Satisfactory spectroscopic and analytical / HRMS data was obtained for all new compounds.
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20. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
21. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
22. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
23. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
24. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
25. 12. For reviews of sulfines see Zwanenburg, B. Recl. Trav. Chim. Pays-Bas, 1982, 101, 1; Zwanenburg, B. Phosphorus, Sulfur and Silicon, 1989, 43, 1; Sundermeyer, W. Synthesis, 1988, 349; Opitz, G. Angew. Chem. Int. Ed.., 1967, 6, 107; Still, I.W.J. Phosphorus, Sulfur and Silicon, 1991, 58, 129. For a recent report of α-oxo sulfines see Capozzi, G.; Corti, A.; Menichetti, S.; Nativi, C. Tetrahedron Lett., 1997, 38, 5041.
26. 13. Rh(II) catalysed formation of carbenoids from β-ketosulfoxonium ylides has been reported: Baldwin, J.E.; Adlington, R.M.; Godfrey, C.R.A.; Gollins, D.W.; Vaughan, J.G. J. Chem. Soc., Chem. Commun., 1993, 1434.
27. 2 data. All non-H atoms were allowed anisotropic motion. The H atoms were placed in calculated positions and allowed to ride on the parent atom. Full details of molecular dimensions, fractional coordinates, thermal parameters and structure factor listings are available from the authors and have been deposited with the Cambridge Crystallographic Data Centre.