A Stereoselective Approach to 2,6-Disubstituted Tetrahydropyrans by Conjugate Addition Reactions of Vinyl Sulfones

Synlett

Volumn 1997, Issue 11, 1997, Pages 1318-1320

  Craig, D C ^a   Edwards, G L ^a   Muldoon, C A ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002029030     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1016     Document Type: Article

References (18)

1. Alvarez, E.; Candenas, M-L.; Pérez, R.; Ravelo, J. L.; Martín, J. D. Chem. Rev. 1995, 95, 1953.
2. Hoppe, R.; Scharf, H-D. Synthesis 1995, 1447.
3. Edwards, G.L.; Walker, K.A. Tetrahedron Lett. 1992, 33, 1779.
4. Craig, D.C.; Edwards, G.L.; Muldoon, C.A. Tetrahedron 1997, 53, 6171.
5. For a comprehensive review, see: Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Tetrahedron Organic Chemistry Series Volume 9; Baldwin, J.E.; Magnus, P.D., Series Eds.; Pergamon Press: Oxford 1992. For recent examples, see: Banwell, M.G.; Bui, C.T.; Simpson, G.W.; Watson, K.G. Chem. Commun. 1996, 723. Edmunds, A.J.F.; Trueb, W. Tetrahedron Lett. 1997, 38, 1009.
6. For a comprehensive review, see: Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Tetrahedron Organic Chemistry Series Volume 9; Baldwin, J.E.; Magnus, P.D., Series Eds.; Pergamon Press: Oxford 1992. For recent examples, see: Banwell, M.G.; Bui, C.T.; Simpson, G.W.; Watson, K.G. Chem. Commun. 1996, 723. Edmunds, A.J.F.; Trueb, W. Tetrahedron Lett. 1997, 38, 1009.
7. For a comprehensive review, see: Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Tetrahedron Organic Chemistry Series Volume 9; Baldwin, J.E.; Magnus, P.D., Series Eds.; Pergamon Press: Oxford 1992. For recent examples, see: Banwell, M.G.; Bui, C.T.; Simpson, G.W.; Watson, K.G. Chem. Commun. 1996, 723. Edmunds, A.J.F.; Trueb, W. Tetrahedron Lett. 1997, 38, 1009.
8. Soler, M.A.; Palazón, J.M.; Martín, V.S. Tetrahedron Lett. 1993, 34, 5471.
9. Marot, C.; Rollin, P. Tetrahedron Lett. 1994, 35, 8377.
10. Craig, D.; Smith, A.M. Tetrahedron Lett. 1992, 33, 695. Auvray, P.; Knochel, P.; Normant, J-F. Tetrahedron Lett., 1985, 26, 4455.
11. Craig, D.; Smith, A.M. Tetrahedron Lett. 1992, 33, 695. Auvray, P.; Knochel, P.; Normant, J-F. Tetrahedron Lett., 1985, 26, 4455.
12. Craig, D.; Ikin, N.J.; Mathews, N.; Smith, A.M. Tetrahedron Lett. 1995, 36, 7531.
13. Ikeda, T.; Vue, S.; Hutchinson, C.R. J. Org. Chem. 1985, 50, 5193.
14. Jin, Z.; Kim, S.H.; Fuchs, P.L. Tetrahedron Lett. 1996, 37, 5247, and references therein.
15. Rychnovsky, S.D.; Bartlett P.A. J. Am. Chem. Soc. 1981, 103, 3963.
16. For a recent application to radical cyclisations, see: Caddick, S.; Shering, C.L.; Wadman, S.N. Chem. Commun. 1997, 171.
17. See: Wang, X.; Erickson, S.D.; Iimori, T.; Still, W.C. J. Am. Chem. Soc. 1992, 114, 4128, for leading references.
18. w were 0.048, 0.069 for the observed data. Full details have been deposited with the Cambridge Crystallographic Data Centre.