Carbonyl Regeneration by Oxidative Cleavage of 1,3-Dithiolanes and 1,3-Dithianes

Synlett

Volumn 1996, Issue 8, 1996, Pages 767-768

  Ceccherelli, Paolo ^a   Curini, Massimo ^a   Marcotullio, Maria Carla ^a   Epifano, Francesco ^a   Rosati, Ornelio ^a  

^a UNIVERSITY OF PERUGIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542606503     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5507     Document Type: Article

References (30)

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2. For reviews see Kocienski, P.J. "Protecting Groups", Thieme: New York, 1994, pp 171-177. Green, T.W.; Wuts, P.G. "Protective Groups in Organic Synthesis", Wiley: New York, 1991, pp 198-207.
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5. Ranu, B.C.; Das, A.R. J. Org. Chem. 1991, 56, 4796. Smith, K.; Butters, M.; Paget, W.E. Synthesis 1985, 1155. Smith, K.; Butters, M. Synthesis 1985, 1157.
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17. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
18. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
19. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
20. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
21. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
22. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
23. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
24. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
25. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
26. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
27. Kuhn, R.; Neugebauer, F.A. Chem. Ber. 1961, 94, 2629. Herrmann, J.L.; Richman, J.E.; Schlessinger, R.H. Tetrahedron Lett. 1973, 2599 and 3275. Herrmann, J.L.; Richman, J.E.; Wepplo, P.J.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4706. Herrmann, J.L.; Kieczykowski, G.R.; Romanet, R.F.; Schlessinger, R.H. Tetrahedron Lett. 1973, 4715. Cussans, N.J.; Ley, S.V.; Barton, D.H.R. J. Chem. Soc., Perkin Trans I 1980, 1654. Cairns, J.; Logan, R.T. J. Chem. Soc., Chem. Commun. 1980, 886. Olah, G.A.; Narang, S.C. Mehrotra, A.K. Synthesis 1982, 965. Prato, M.; Quintily, U.; Scorrano, G.; Sturar, A. Synthesis 1982, 679. Cossy, J. Synthesis 1987, 1113. Lee, J.G.; Hwang, J.P. Chem. Lett. 1995, 507. Haoutounian, S.A. Synthesis 1995, 39.
28. Smith III, A.B.; Dorsey, B.D.; Visnick, M.; Maeda, T.; Malamas, M.S. J. Am. Chem. Soc. 1986, 108, 3110.
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30. 2) affording the desired carbonyl compound.