Preparation of 2,2,6-trisubstituted 7-oxa-1-azabicyclo[2.2.1]heptanes from 4-nitro-1-butene derivatives. A route to 2,2,6-trisubstituted-4- hydroxypiperidines

Tetrahedron Letters

Volumn 40, Issue 3, 1999, Pages 565-568

  Budzińska, Anna ^a   Bukowska, Maria ^a   Sas, Wojciech ^a  

^a WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Cycloaddition; Nitrocompounds; Nitrones; Piperidines

Indexed keywords

BUTANE; CYCLOHEXANE OXIDE; PALLADIUM; PIPERIDINE DERIVATIVE;

ARTICLE; DRUG CONFORMATION; MOLECULAR INTERACTION; STRUCTURE ANALYSIS;

EID: 0033555228     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02357-0     Document Type: Article

References (25)

1. Lumma WC, Jr. J. Am. Chem. Soc. 1969;91:2820-2821.
2. Oppolzer W, Siles S, Snowden RL, Bakker BH, Petrzilka M. Tetrahedron Lett. 1979;4391-4394.
3. Oppolzer W, Siles S, Snowden RL, Bakker BH, Petrzilka M. Tetrahedron 1985;41:3497-3509.
4. Hoffmann RW, Endesfeldr A. Liebigs Ann. Chem. 1986;1823-1836.
5. Wuts PGM, Jung Y.-W. J. Org. Chem. 1988;53:1957-1965.
6. Wuts PGM, Jung Y.-W. J. Org. Chem. 1988;53:5989-5994.
7. Padwa A, Norman BH. Tetrahedron Lett. 1988;29:2417-2420.
8. Norman BH, Gareau Y, Padva A. J. Org. Chem. 1991;56:2154-2161.
9. Grigg R, Markanda J, Surendrakumar S. Tetrahedron Lett. 1990;31:1191-1194.
10. Grigg R, Dorrity MJ, Heaney F, Malone JF, Rajviroongit S, Sridharan V, Surendrakumar S. Tetrahedron 1991;47:8297-8322.
11. Chen Q, Yu X, Zhang T, Jia X. Acta Chim. Sin. (Engl. Ed.) 1989;:176-182; Chem. Abstr. 1990;112:158107f.
12. Chen Q, Yu X, Zhang T, Jia X. Acta Chim. Sin. (Engl. Ed.) 1989;:176-182; Chem. Abstr. 1990;112:158107f.
13. Lau HH, Schöllkopf U, Liebigs Ann. Chem. 1981;1378-1387.
14. Aleksandrowicz P, Piotrowska H, Sas W. Tetrahedron 1982;38:1321-1327.
15. Aleksandrowicz P, Piotrowska H, Sas W. Polish J. Chem. 1981; 55:1469-1472.
16. Aleksandrowicz P, Piotrowska H, Sas W. Monatsh. 1982;113:1221-1224.
17. Sinnott ML, Chem. Rev. 1990;90:1171-1202.
18. Koszytkowska-Stawińska M, Sas W, Sowińska A. J. Chem. Res. (S) 1996;162-163.
19. Huie R, Cherry WR, J. Org. Chem. 1985;50:1531-1532.
20. Haire DL, Hilborn JW, Janzen EG. J. Org. Chem. 1986;51:4298-4300
21. Cicchi S, Goti A, Brandi A, Guarna A, De Sarlo F. Tetrahedron Lett. 1990;31:3351-3354.
22. Holmes AB, Hughes AB, Smith AL. Synlett 1991;47-48.
23. Holmes AB, Hughes AB, Smith AL. J. Chem. Soc. Perkin Trans. 1 1993;633-643.
24. Le Bel NA, Post ME, Hwang D. J. Org. Chem. 1979;44:1819-1823.
25. Daduon H, Alazard J-P, Lusinchi X. Tetrahedron 1981;37:1525-1540.