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21
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0141808476
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note
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In the previous paper we had tentatively assigned product 4a as the cis-fused [7,5] ring system. In this paper it is proven to be trans fused.
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22
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0141585364
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note
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a values close to acetic acid seem to be the best. However, benzyl alcohol contradicts this statement.
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23
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0141473760
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note
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1H NMR revealed that 2j′ was formed simultaneously with 2j.
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24
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0029035809
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25
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0141697077
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note
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Acetone was dried over molecular sieves.
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26
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3743131823
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For a similar approach see: Bäckvall, J. E.; Granberg, K. L.; Hopkins, R. B. Acta Chem. Scand. 1990, 44, 492.
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Hopkins, R.B.3
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27
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0141473759
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note
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2 in the presence of p-benzoquinone at ambient temperature. It was shown that the stereochemistry of the product was cis, indicating that the nucleophile had added externally on the (π-allyl)palladium intermediate (see also ref 7b). (diagram presented).
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28
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0141808475
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note
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1H NMR spectroscopy.
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29
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0141808474
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note
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4a,5 indicates that H-5 and H-4a are axial and trans to one another. (diagram presented).
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30
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0034686676
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Mateo, M.E.3
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31
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0025783715
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Grennberg, H.; Langer, V.; Bäckvall, J. E. J. Chem. Soc., Chem. Commun. 1991, 1190.
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Grennberg, H.1
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32
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0141808473
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note
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16 and benzyl alcohol are two nucleophiles that do not have the ability to migrate and therefore support this mechanism pathway. Competition between migration versus external attack has been proven to be dependent on the conformation, as previously investigated.20
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33
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0041846416
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Dorange, I.; Löfstedt, J.; Närhi, K.; Franzén, J.; Bäckvall, J. E. Chem. Eur. J. 2003, 9, 3445.
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Dorange, I.1
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Bäckvall, J.E.5
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34
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0037174418
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Franzén, J.; Löfstedt, J.; Dorange, I.; Bäckvall, J. E. J. Am. Chem. Soc. 2002, 124, 11246.
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Franzén, J.1
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Bäckvall, J.E.4
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37
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33748655215
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The same outcome was previously observed: Gatti, R. G. P.; Larsson, A. L. E.; Bäckvall, J. E. J. Chem. Soc., Perkin Trans. 1 1997, 4, 577.
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Gatti, R.G.P.1
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Bäckvall, J.E.3
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