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72449126028
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note
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On the basis of our previous observations during the synthesis of 8 (ref 8), we expected the reaction of 7 and 11 to proceed with good regiocontrol. The observed 1:1 regioselectivity in the formation of 10a and 10b may be the result of a fast cyclization of organopalladium intermediates i and ii (eq 1). If the analogous cyclization of organopalladium intermediates iii or iv is slow, a fast equilibration via de-carbopalkdation may be favorable, which could have led to improved regioselectivity in the formation of 8. "Chemical Equations Presented"
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(a) Alesso, E. N.; Finkielsztein, L. M.; Lantaño, B.; Bianchi, D. E.; Moltrasio Iglesias, G. Y.; Aguirre, J. M. Aust. J. Chem. 1997, 50, 149-152.
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Moltrasio Iglesias, G.Y.5
Aguirre, J.M.6
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1H NMR spectral data for 12-14, see the Supporting Information.
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1H NMR spectral data for 12-14, see the Supporting Information.
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32
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72449189997
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Personal communication Email correspondence on Sep 16, 2009
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3-mediated phenol deprotection of the compound we now believe to be 13. Snyder, S. A. Personal communication (Email correspondence on Sep 16, 2009).
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Snyder, S.A.1
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72449167323
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3-mediated disproportionation.
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3-mediated disproportionation.
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34
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72449140435
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For details, see the Supporting Information.
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For details, see the Supporting Information.
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