General Papers ARKIVOC 2004 (xiv) 44-50
(s, 3H). 13C NMR: d 168.9, 154.2, 137.4, 128.5, 119.9, 56.5, 49.8, 45.3, 33.5, 31.2, 25.3, 24.8, 21.9, 21.3. Anal. Calcd for C14H19N: C 83.53, H 9.51, N 6.96. Found: C 83.61, H 9.53, N 6.94.
8
(5S,8R)-(+)-5,6,7,8-Tetrahydro-2,8,9,9-tetramethyl-5,8-methanoquinoline (3).Yield: 0.68 g (17%), oil, [a]20D (c = 1.44, CHCl3): +23.2. 1H-NMR: d 7.22 (d, 1H, J = 7.2 Hz), 6.80 (d, 1H, J =
7.2 Hz), 2.79 (d, 1H, J = 4.2 Hz), 2.51 (s, 3H), 2.13-2.03 (m, 1H), 1.83 (dt, 1H, J = 12.3, 3.6 Hz), 1.32 (s, 3H), 1.26-1.04 (m, 2H), 0.97 (s, 3H), 0.54 (s, 3H). 13C NMR: d 169.6, 153.8, 137.8, 128.1, 119.5, 56.5, 53.9, 51.0, 31.6, 26.2, 26.1, 24.1, 19.8, 19.1. Anal. Calcd for C14H19N: C 83.53, H 9.51, N 6.96. Found: C 83.48, H 9.49, N 6.98. Acknowledgements
Financial support from MIUR (PRIN 2003033857-Chiral ligands with nitrogen donors in asymmetric catalysis by transition metal complexes. Novel tools for the synthesis of fine chemicals) and from the University of Sassari is gratefully acknowledged by G. C.
References
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