Regiochemistry of the Diels-Alder Reaction of 1-Ethenyl-hydronaphthalenes and 2-Methyl-2-cyclopenten-1-one

References

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• Minuti , L. , Selvaggi , R. and Taticchi , A. 1991 . Synth. Commun. , 21 : 2143 For the general experimental details see:, All NMR spectra were run on dilute deuterio-chloroform solutions (internal Me4Si) at room temperature using a Bruker AC 200 spectrometer. Satisfactory elemental analyses were obtained for all compounds. GC-based yields have been reported (isolated products yields 5–10% lower)
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• For the preparation of diene 2a see refs. 7 and 11; the spectral data are: 1H NMR δ 2.10–2.90 (m, 4, Hs-3, Hs-4), 5.12 (dd, 1, J=11.0, 1.7 Hz, H-10), 5.47 (dd, 1. J=17.4, 1.7 Hz, H-10), 6.08 (br.t, 1, H-2), 6.56 (dd, 1, J=17.4, 11.0 Hz, H-9), 7.0–7.40 (m, 4, aromatic Hs); 13C NMR δ 23.2 (C-3), 28.2 (C-4), 123.8 (C-2), 126.1 (C-8), 126.3 (C-7), 126.9 (C-6), 127.6 (C-5), 134.0 (C-1), 135.5 (C-9), 136.4 (C-8a), 136.6 (C-4a)
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