Effect of pressure on the conrotatory opening of cyclobutenes. An unexpected result?

Tetrahedron

Volumn 54, Issue 12, 1998, Pages 2771-2776

  Jenner, Gérard ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOBUTANE; METHYL GROUP;

ARTICLE; CYCLIZATION; ENTROPY; PRIORITY JOURNAL; TEMPERATURE; THERMODYNAMICS;

EID: 0032546289     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)83012-3     Document Type: Article

References (26)

1. Durst T., Breau L., Comprehensive Organic Chemistry, Trost B.and Heathcock C., Eds., Pergamon Press, Oxford 1991), Vol. 5, 675-697 Seebach D. in "Houben-Weyl, Methoden der Organischen Chemie", Vol. 4, Part 4, G. Thieme Verlag, Stuttgart, 1971, pp. 414-421
2. Durst T., Breau L., Comprehensive Organic Chemistry, Trost B.and Heathcock C., Eds., Pergamon Press, Oxford 1991), Vol. 5, 675-697 Seebach D. in "Houben-Weyl, Methoden der Organischen Chemie", Vol. 4, Part 4, G. Thieme Verlag, Stuttgart, 1971, pp. 414-421
3. Trost B.M., Mc Dougal P.G., J. Org. Chem., 1984, 49, 458-468
4. Binns F., Hayes R., Hodgetts K.J., Saengchantara S.T., Wallace T.W., Wallis C.J., Tetrahedron, 1996, 52, 3631-3658
5. Woodward R.B., Hoffman R., J. Am. Chem. Soc., 1965, 87, 395-397
6. Dauben W.G., Michno D.M., J. Am. Chem. Soc., 1981, 103, 2284-2292
7. Rondan N.G., Houk K.N., J. Am. Chem. Soc., 1985, 107, 2099-2111 and other papers cited
8. Dolbier W.R., Koroniak H., Houk K.N., Sheu C., Acc. Chem. Res., 1996, 29, 471-477
9. Jenner G., Bull. Soc. Chim. France, 1984, 275-284
10. Jenner G. in "Organic High Pressure Chemistry", le Noble W.J. Ed., Elsevier, Amsterdam, 1988, p. 143-203
11. Jenner G., Papadopoulos M., J. Org. Chem., 1986, 51, 585-589
12. Mündnich R., Plieninger H., Tetrahedron, 1978, 34, 887-889
13. Radlick P., Fenical W., Tetrahedron Lett., 1967, 4901-4904
14. Le Noble W.J., Daka M.R., J. Am. Chem. Soc., 1978, 100, 5961-5962
15. Degenerate Cope rearrangements may be non concerted : Schulman E.M., Merbach A.E.,Turin M., Wedinger R., le Noble W.J., J.Am. Chem. Soc., 1983, 105, 3988-3991
16. Jenner G., M. Papadopoulos M., Rimmelin J., J. Org. Chem., 1983, 48, 748-749
17. Hiscock S.D., Isaacs N.S., King M.D., Sue R.E., White R.H., Young D.J., J. Org. Chem., 1995, 60, 7166-7169
18. Frey H., Walsh R., Chem. Rev., 1969, 69, 103-124
19. Le Noble W.J., Brower K.R., Brower C., Chang S., J. Am. Chem. Soc., 1982, 104, 3150-3152
20. Criegee R., Seebach D., Winter R.E., Börretzen B., Brune H.A., Chem. Ber., 1965, 98, 2339-2350
21. Frey H.M., Adv. Phys. Org. Chem., 1966, 4, 147-193 Roth W.B., Rekowski V., Börner S., Quast M., Ann., 1996, 409-430
22. Frey H.M., Adv. Phys. Org. Chem., 1966, 4, 147-193 Roth W.B., Rekowski V., Börner S., Quast M., Ann., 1996, 409-430
23. Firestone R.A., Smith G.M., Chem., Ber., 1989, 122, 1089-1094 Firestone R.A., Tetrahedron, 1996, 52, 14459-14468
24. Firestone R.A., Smith G.M., Chem., Ber., 1989, 122, 1089-1094 Firestone R.A., Tetrahedron, 1996, 52, 14459-14468
25. Snider B.B., Rodini D.J., Conn R.S., Sealfon S., J. Am. Chem. Soc., 1979, 101, 5283-5293
26. El'yanov B.S., Vasylvitskaya E.M., Rev. Phys. Chem. Jpn, 1980, 50, 169-184