Kinetic and thermodynamic control in the stereospecific synthesis of cyclic ethers via phenylsulfanyl (PhS) migration

Tetrahedron Letters

Volumn 37, Issue 20, 1996, Pages 3525-3528

  Eames, Jason ^a   Warren, Stuart ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; OXETANE DERIVATIVE;

ARTICLE; CHEMICAL REACTION KINETICS; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY; THERMODYNAMICS;

EID: 0029946780     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00603-X     Document Type: Article

References (15)

1. Chibale, K.; Warren, S. Tetrahedron Lett., 1991, 32, 6645-6649.
2. Aggarwal, V. K.; Coldham, I.; McIntyre, S.; Warren, S. J. Chem. Soc., Perkin Trans, 1, 1991, 451-460.
3. Sansbury, F. H.; Warren, S. Tetrahedron Lett., 1992, 33, 539-543, and references therein.
4. Baldwin, J. E. J. Chem. Soc., Chem. Commun., 1976, 734-736.
5. Eames, J.; Jones, R. V. H.; Warren, S. Tetrahedron Lett., 1996, 37, 707-710.
6. Rollin, P. Tetrahedron Lett., 1986, 27, 4169-4172; Synth. Commun., 1986, 16, 611-616.
7. Rollin, P. Tetrahedron Lett., 1986, 27, 4169-4172; Synth. Commun., 1986, 16, 611-616.
8. Bird, P. M.; Eames, J.; Fallis, A. G.; Jones, R. V. H.; Roddis, M.; Sturino, C.; O'Sullivan, S.; Warren, S.; Westwell M. S.; Worrall, J. Tetrahedron Lett., 1995, 36, 1909-1912.
9. The cyclic sulfites are formed as single diastereoisomers (at sulfur) of unknown stereochemistry.
10. Djakovitch, L.; Eames, J.; Jones, R. V. H.; McIntyre, S.; Warren, S. Tetrahedron Lett., 1995, 36, 1723-1726.
11. Eames, J.; de las Heras, M. A.; Jones, R. V. H.; Warren, S. Tetrahedron Lett., 1996, 37, 1117-1120.
12. Barnett, W. E.; Sohn, W. H. J. Chem. Soc., Chem. Commun., 1972, 472.
13. Cambie, R. C.; Hayward, R. C.; Roberts, J. L.; Rutledge, P. S. J. Chem. Soc., Perkin Trans, 1, 1974, 1864-1867.
14. Dowle, M. D.; Davies, D. I. Chem. Soc. Revs., 1979, 8, 171-197.
15. Nicolaou, K. C.; Seitz, S. P.; Sipio, W. J.; Blount, J. F. J. Am. Chem. Soc., 1979, 101, 3884-3893.