α,β-Unsaturated Oxazolines as Acceptors in Stereoselective Cyanide Conjugate Addition

Synlett

Volumn 1996, Issue 1, 1996, Pages 51-52

  Dahuron, Nathalie ^a   Langlois, Nicole ^a  

^a INSTITUT DE CHIMIE DES SUBSTANCES NATURELLES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011982881     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5312     Document Type: Article

References (17)

1. Gant, T.G.; Meyers, A.I. Tetrahedron 1994, 50, 2297, and references therein.
2. a) Langlois, N.; Dahuron, N. Tetrahedron Lett. 1990, 31, 7433.
3. b) Michelon, F.; Pouilhes, A.; Van Bac, N.; Langlois, N. Tetrahedron Lett. 1992, 33, 1743.
4. c) Dahuron, N.; Langlois, N. Tetrahedron Asymm. 1993, 4, 1901.
5. Nagata, W.; Yoshioka, M. Organic Reactions; Dauben, W. G., Ed.; Wiley and Sons; New York, 1984; vol. 25, p 225, and references therein.
6. See for examples : a) Asaoka, M.; Takei, H. Heterocycles 1989, 29, 243.
7. b) Watanabe, M.; Yoshikoshi, A. J. Chem. Soc. Perkin Trans 1 1990, 257.
8. c) Ihara, M.; Katsumata, A.; Egashira, M.; Suzuki, S.; Tokunaga, Y.; Fukumoto, K. J. Org. Chem. 1995, 60, 5560.
9. Kouklovsky, C.; Pouilhes, A.; Langlois, Y. J. Am. Chem. Soc. 1990, 112, 6672.
10. 3), (0.65, minor diast.).
11. Dahuron, N.; Langlois, N.; Chiaroni, A.; Riche, C. Heterocycles 1995, to be published.
12. 3).
13. 13C NMR (75 MHz) : 164.19 (C-2), 141.78 (qC, Ar), 134.64 (qC, Ar), 129.41, 128.81, 128.69, 127.72, 127.58, 126.58 (CH, Ar), 120.09 (CN), 75.33 (C-5). 69.76 (C-4), 34.46 (C-2′), 34.28 (C-1′).
14. 13
15. Bajwa, J.S.; Miller, M.J. J. Org. Chem. 1983, 48, 1116.
16. Hansen, HJ.; Sliwka, H.R.; Hug, W. Helv. Chim. Acta 1979, 62, 1120.
17. Lawston, I. W.; Inch, T. D. J. Chem. Soc. Perkin Trans 1 1983, 2629.