Cobalt catalysed hydro-sulfenylation of Michael acceptors

Tetrahedron

Volumn 54, Issue 12, 1998, Pages 2801-2808

  Friend, Christopher L ^a   Simpkins, Nigel S ^a   Anson, Michael ^b   Polywka, Mario E C ^c  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

^c Oxford Asymmetry Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; COBALT;

ARTICLE; CATALYSIS; CATALYST; CYCLIZATION; PRIORITY JOURNAL;

EID: 0032546291     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)83016-0     Document Type: Article

References (16)

1. Kato, K.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1991, 64, 2948.
2. Such additions of thiolate or thiyl radicals are well known, see for examples (a) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis, Pergamon Press: Oxford, 1992. (b) Peach, M. E. in The Chemistry of the Thiol Group, Part 2, Patai, S., Ed.; John Wiley and Sons: New York, 1974. (c) Barrett, G. C. in Comprehensive Organic Chemistry, Volume 3, Jones, D. N., Ed.; Pergamon Press: Oxford, 1979.
3. Such additions of thiolate or thiyl radicals are well known, see for examples (a) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis, Pergamon Press: Oxford, 1992. (b) Peach, M. E. in The Chemistry of the Thiol Group, Part 2, Patai, S., Ed.; John Wiley and Sons: New York, 1974. (c) Barrett, G. C. in Comprehensive Organic Chemistry, Volume 3, Jones, D. N., Ed.; Pergamon Press: Oxford, 1979.
4. Such additions of thiolate or thiyl radicals are well known, see for examples (a) Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis, Pergamon Press: Oxford, 1992. (b) Peach, M. E. in The Chemistry of the Thiol Group, Part 2, Patai, S., Ed.; John Wiley and Sons: New York, 1974. (c) Barrett, G. C. in Comprehensive Organic Chemistry, Volume 3, Jones, D. N., Ed.; Pergamon Press: Oxford, 1979.
5. For leading references, see Pattenden, G.; Clark, A. J. in Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A.; Ed.; John Wiley and Sons: Chichester, 1995, Vol. 2, p. 1295-98.
6. For leading references on the use of PhSSPh, see Byers, J. H. in Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A.; Ed.; John Wiley and Sons: Chichester, 1995, Vol. 4, p. 2214. For examples involving organocobalt intermediates, see (a) Branchaud, B. P.; Meier, M. S.; Malekzadeh, M. N. J. Org. Chem. 1987, 52, 212; (b) Patel, V. F.; Pattenden, G. Tetrahedron Lett. 1988, 29, 707.
7. For leading references on the use of PhSSPh, see Byers, J. H. in Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A.; Ed.; John Wiley and Sons: Chichester, 1995, Vol. 4, p. 2214. For examples involving organocobalt intermediates, see (a) Branchaud, B. P.; Meier, M. S.; Malekzadeh, M. N. J. Org. Chem. 1987, 52, 212; (b) Patel, V. F.; Pattenden, G. Tetrahedron Lett. 1988, 29, 707.
8. For leading references on the use of PhSSPh, see Byers, J. H. in Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A.; Ed.; John Wiley and Sons: Chichester, 1995, Vol. 4, p. 2214. For examples involving organocobalt intermediates, see (a) Branchaud, B. P.; Meier, M. S.; Malekzadeh, M. N. J. Org. Chem. 1987, 52, 212; (b) Patel, V. F.; Pattenden, G. Tetrahedron Lett. 1988, 29, 707.
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12. Ben Ayed, T.; Amri, H. Synth. Commun. 1995, 25, 3813.
13. Branchaud, B. P.; Slade, R. M.; Janisse, S. K. Tetrahedron Lett. 1993, 34, 7885.
14. Yoon, N. M.; Choi, J.; Ahn J. H. J. Org. Chem. 1994, 59, 3496.
15. Liu, H.; Cohen, T. J. Org. Chem. 1995, 2022.
16. Leyendecker, F.; Comte, M-T. Tetrahedron 1986, 42, 1413.