Indium mediated intramolecular carbocyclization in aqueous media. A facile and stereoselective synthesis of fused α-methylene-γ-butyrolactones

Tetrahedron Letters

Volumn 37, Issue 30, 1996, Pages 5341-5342

  Bryan, Vernal J ^a   Chan, Tak Hang ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA BUTYROLACTONE DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030598044     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01125-2     Document Type: Article

References (18)

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2. 2. Li, C.J., Chem. Rev., 1993, 93, 2023.
3. 3. Li, C.J.; Chan, T.H., Tetrahedron Lett. 1991, 32, 7017.
4. 4. (a)Li, C.J.; Lu, Y.Q. Tetrahedron Lett., 1995, 36, 2721;
5. (b) Li, C.J.; Lu, Y.Q., Tetrahedron Lett., 1996, 37, 471;
6. (c) Chan, T.H.; Isaac, M.B., J. Chem. Soc., Chem. Commun., 1995, 1003.
7. 5. (a) Chan, T.H.; Li, C.J. J. Chem. Soc., Chem. Commun., 1992, 747.
8. (b)Kim, E.; Gordon, D.M.; Schmid, W.; Whitesides, G.M., J. Org. Chem., 1993, 58, 5500;
9. (c) Gao, J.; Harter, R.; Gordon, D.M.; Whitesides, G.M., J. Org. Chem., 1995, 60, 4228.
10. 6. Paquette, L.A.; Mitzel, T.M., Tetrahedron Lett., 1995, 36, 6863.
11. 7. (a) Chan, T.H.; Isaac, M.B., Tetrahedron Lett., 1995, 36, 8957.
12. (b) Diana, S.C.H.; Sim, K.Y.; Loh, T.P., Synlett, 1996, 263.
13. 8. Spectra were compared to those reported previously. See (a) Crisp, G.T. ; Meyer, A.G., Tetrahedron, 1995, 51, 5831.
14. (b) Grieco, P.A.; Miyashita, M., J. Org. Chem., 1974, 39, 120.
15. (c) Marshall, J.A ; Cohen, N., J. Org. Chem., 1965, 30, 3475.
16. 9. Recent examples, see Rodriguez, A.D.; Pina, I.C.; Barnes, C.L., J. Org. Chem., 1995, 60, 8096.
17. 10. References 8, 9 in addition to Semmelhack, M.F.; Wu, E.S.C., J. Am. Chem. Soc., 1976, 98, 3384; Okuda, Y.; Nakatsukasa, S.; Oshima, K.; Nozaki, H., Chemistry Lett., 1985, 481.
18. 10. References 8, 9 in addition to Semmelhack, M.F.; Wu, E.S.C., J. Am. Chem. Soc., 1976, 98, 3384; Okuda, Y.; Nakatsukasa, S.; Oshima, K.; Nozaki, H., Chemistry Lett., 1985, 481.