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25
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0032474797
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For some related spirocyclizations leading to histrionicotoxins see, inter alia: Tanner, D.; Haeberg, L. Tetrahedron 1998, 54, 7907. Evans, D. A.; Thomas, E. W.; Cherpeck, R. E. J. Am. Chem. Soc. 1982, 104, 3695. David, M.; Dhimane, H.; Vanucci-Bacque, C.; Lhommet, G. Heterocycles 2001, 55, 941.
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26
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0019921510
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For some related spirocyclizations leading to histrionicotoxins see, inter alia: Tanner, D.; Haeberg, L. Tetrahedron 1998, 54, 7907. Evans, D. A.; Thomas, E. W.; Cherpeck, R. E. J. Am. Chem. Soc. 1982, 104, 3695. David, M.; Dhimane, H.; Vanucci-Bacque, C.; Lhommet, G. Heterocycles 2001, 55, 941.
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27
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0035338986
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For some related spirocyclizations leading to histrionicotoxins see, inter alia: Tanner, D.; Haeberg, L. Tetrahedron 1998, 54, 7907. Evans, D. A.; Thomas, E. W.; Cherpeck, R. E. J. Am. Chem. Soc. 1982, 104, 3695. David, M.; Dhimane, H.; Vanucci-Bacque, C.; Lhommet, G. Heterocycles 2001, 55, 941.
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Lhommet, G.4
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28
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0043231152
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note
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We are grateful to Dr. Louis Todaro (Hunter College, CUNY) for the X-ray analyses of compounds 14 and 20.
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29
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37049103703
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Hanaya, K.; Muramatsu, T.; Kudo, H.; Chow, Y. L. J. Chem. Soc., Perkin Trans. 1 1979, 2409.
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31
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0001883683
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32
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0041728568
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note
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The unprotected hydroxymethyl analogue of amino nitrile 24 could be prepared, but this compound could not be alkylated successfully with hexyl Grignard reagents or cuprates.
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33
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0042228962
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note
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However, we cannot distinguish between the structure shown in 24 and the epimeric one in which the cyano group is equatorial in a chair conformation.
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36
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0035515394
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We thank Professor J. F. Biard for copies of the proton and carbon NMR spectra, as well as a sample of natural lepadiformine. We are also grateful to Professor Ray Funk for NMR spectra of synthetic lepadiformine free base (9) and the corresponding hydrochloride; see: Funk, R. L.; Greshock, T. L. Org. Lett. 2001, 3, 3511.
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Org. Lett.
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Funk, R.L.1
Greshock, T.L.2
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