Chiral cyclic β-amino esters. Part I: Synthesis by diastereospecific alkylation

Tetrahedron Letters

Volumn 38, Issue 49, 1997, Pages 8507-8510

  Bardou, A ^a   Celerier J P ^a   Lhommet, G ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CYCLIC BETA AMINO ESTER; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHIRALITY; DIASTEREOISOMER; DRUG SYNTHESIS; REACTION ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0342762028     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10300-8     Document Type: Article

References (13)

1. Hart, D.J.; Hong, N.P.; Hsu, L.Y. J. Org. Chem. 1987, 52, 4665-4673.
2. Fleurant, A.; Célérier, J.P.; Lhommet, G. Tetrahedron : Asymmetry 1993,4,1429-1430.
3. Cook, G.R.; Beholz, L.G., Stille, J.R. Tetrahedron Lett. 1994, 35, 1669-1672.
4. Munchhof, M.J.; Meyers, A.I. J. Am. Chem. Soc. 1995, 117, 5399-5400.
5. Vo Thanh, G; Célérier, J.P.; Lhommet, G. Tetrahedron : Asymmetry 1996,8,221-2212.
6. Nikiforov, T.; Stanchez, S.; Milenkov, B.; Dimitrov, V. Heterocycles 1986, 24, 1825-1829.
7. a) Davies, S.G.; Walters, A.S. J. Chem. Soc, Perkin Trans I 1994, 1129-1139.
8. b) Davies, S.G.; Ichihara, O.; Walters, A.S. J. Chem. Soc, Perkin Trans I 1994, 1141-1147.
9. a) Estermann, H. ; Seebach, D. Helv. Chim. Acta 1988, 71, 1824-1839
10. b) Ha, D.C. ; Kil, K.E. ; Choi, K.S. ; Park, H.S. Tetrahedron Lett. 1996, 32, 5723-5726.
11. 3) δ (ppm) 10.9 ; 14.2 ; 14.4 ; 24.3 ; 27.2 ; 42.9 ; 48.0 ; 58.6 ; 60.0 ; 62.5 ; 126.5 ; 127.5 ; 128.0 ; 145.1 ; 175.8.
12. 3) as a dihydroxybenzoate.
13. McGarvey, G.J. ; Williams, J.M. J. Am. Chem. Soc. 1985, 107, 1435-1437