A new enzymatic enantioselective synthesis of dialkyl sulfoxides
catalysed by monooxygenases
(Note: The full text of this document is currently only available in the PDF Version )
Stefano Colonna, Nicoletta Gaggero, Giacomo Carrea and Piero Pasta
Abstract
Numerous dialkyl sulfides were enantioselectively oxidized to optically
active sulfoxides catalysed by chloroperoxidase or cyclohexanone
monooxygenase.
References
G. Solladie', Synthesis, 1981, 185 CrossRefCAS; J. Drabowicz and
K. M. Mikolajczyk, in,
The Chemistry of Sulfones and Sulfoxides, ed.
S. Patai , Z. Rappoport and C. J. M. Stirling,
Wiley,
1988,
pp. 233–278 Search PubMed; K. K. Andersen,
pp. 55–94,
G. H. Posner,
pp. 823–849.
M. C. Carreňo, Chem. Rev, 1995, 95, 1717 CrossRefCAS.
K. K. Andersen, B. Bujnicki, J. Drabowicz, M. Mikolajczyk and J. B. O'Brien, J. Org. Chem., 1984, 49, 4070 CrossRefCAS.
I. Fernandez, N. Khiar, J. Llera and F. Alcudia, J. Org. Chem, 1992, 57, 6789 CrossRefCAS.
F. Rebiere, O. Samuel, L. Ricard and H. B. Kagan, J. Org. Chem., 1991, 56, 5991 CrossRefCAS.
D. A. Evans, M. M. Faul, L. Colombo, J. J. Bisaha, J. Clardy and D. Cherry, J. Am. Chem. Soc., 1992, 114, 5977 CrossRefCAS.
P. Pitchen, E. Duňnach, M. N. Deshmukh and H. B. Kagan, J. Am. Chem. Soc., 1984, 106, 8188 CrossRefCAS.
F. Di Furia, G. Modena and R. Seraglia, Synthesis, 1984, 325 CrossRefCAS.
J. M. Brunel and H. B. Kagan, Synlett., 1996, 404 CrossRefCAS.
F. A. Davis, R. T. Reddy, W. Han and R. E. Reddy, Pure Appl. Chem., 1993, 65, 633 CrossRefCAS and references cited therein.
P. C. Bulman Page, J. P. Heer, D. Bethell, E. W. Collington and D. M. Andrews, Tetrahedron: Asymmetry, 1995, 6, 2911 CrossRefCAS.
H. L. Holland, Chem. Rev., 1988, 88, 473 CrossRefCAS.
A. G. Katopodis, H. A. Smith, Jr and S. W. May, J. Am. Chem. Soc., 1988, 110, 897 CrossRefCAS.
S. Colonna, N. Gaggero, L. Casella, G. Carrea and P. Pasta, Tetrahedron: symmetry, 1992, 3, 95 Search PubMed and references cited therein S. Colonna, N. Gaggero, P. Pasta and G. Ottolina, Chem. Commun., 1996, 2303 Search PubMed and references cited therein.
S. Colonna, N. Gaggero, A. Bertinotti, G. Carrea and P. Pasta, J. Chem. Soc., Chem. Commun., 1995, 1123 RSC; S. Colonna, N. Gaggero, G. Carrea, P. Pasta and A. Bernardi, Tetrahedron: Asymmetry, 1996, 7, 565 CrossRefCAS.
G. Ottolina, P. Pasta, G. Carrea, S. Colonna, S. Dallavalle and H. L. Holland, Tetrahedron: Asymmetry, 1995, 6, 1375 CrossRefCAS.
H. L. Holland, F. M. Brown and B. G. Larsen, Bioorg. Medicinal Chem., 1994, 2, 647 Search PubMed.
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