Enantioselective nucleophilic opening of meso epoxides by organolithium reagents

Synlett

Volumn , Issue 10, 1998, Pages 1165-1167

  Alexakis, Alexandre ^a   Vrancken, Emmanuel ^a   Mangeney, Pierre ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002025799     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-5741     Document Type: Article

References (15)

1. Hodgson, D.M.; Gibbs, A.R.; Lee, G.P. Tetrahedron 1996, 52, 14361-14384.
2. The review includes hetero-nucleophiles as well as the particular case of TMS-CN, which is a C-nucleophile (see Cole, B.M.; Shimizu, K.D.; Krueger, C.A.; Harrity, J.P.A.; Snapper, M.L.; Hoveyda, A.H. Angew. Chem., Int. Ed. Engl. 1996, 35, 1668-1671.
3. a) Mizuno, M.; Kanai, M.; Iida, A.; Tomioka, K. Tetrahedron: Asymmetry. 1996, 7, 2483-2484.
4. b) Mizuno, M.; Kanai, M.; Iida, A.; Tomioka, K. Tetrahedron 1997, 53, 10699-10708.
5. a) Yamaguchi, M.; Hirao, I. Tetrahedron Lett. 1983, 24, 391-394.
6. b) Eis, M.J.; Wrobel, J.E.; Ganem, B. J. Am. Chem. Soc. 1984, 106, 3693-3694.
7. c) Ghribi, A.; Alexakis, A.; Normant, J.F. Tetrahedron Lett. 1984, 25, 3075-3078.
8. d) Lipshutz, B.H.; Parker, D.A.; Kozlowski, J.A.; Ngyuen, S.L. Tetrahedron Lett. 1984, 25, 5959-5962.
9. Koenig, I. Diplôme d'Etudes Approfondies, Université P. Et M. Curie, 1991, Paris.
10. Hoppe, D.; Hense, T. Angew. Chem. Int. Ed. Engl. 1997, 36, 2282-2316.
11. a) Alexakis, A.; Mutti, S.; Mangeney, P.; Normant, J.F. Tetrahedron: Asymmetry. 1990, 1, 437-440.
12. b) Alexakis, A.; Frutos, J.; Mutti, S.; Mangeney, P. J. Org. Chem. 1994, 59, 3326-3334.
13. Whitesell, J.K. Chem. Rev. 1992, 92, 953-964
14. Basavaiah, D.; Rao, P.D. Tetrahedron: Asymmetry. 1994, 5, 223-234 and references cited therein.
15. 13C NMR 25.11, 26.06, 33.41, 34.43, 53.18, 74.29, 126.83, 128.12, 128.77, 143.71.