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For studies on boryllithiums and borylmagnesiums, see: a
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For studies on boryllithiums and borylmagnesiums, see: (a) Segawa, Y.; Yamashita, M.; Nozaki, K. Science 2006, 314, 113-115.
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For borylation of activated alkenes catalyzed by a chiral Cu(I) complex, see: Mun, S.; Lee, J.; Yun, J. Org. Lett. 2006, 8, 4887-4889.
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For borylation of activated alkenes catalyzed by a chiral Cu(I) complex, see: Mun, S.; Lee, J.; Yun, J. Org. Lett. 2006, 8, 4887-4889.
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For reviews of copper-catalyzed asymmetric allylic alkylation, see: a
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For reviews of copper-catalyzed asymmetric allylic alkylation, see: (a) Yorimitsu, H.; Oshima, K. Angew. Chem., Int. Ed. 2005, 44, 4435-4439.
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(b) Alexakis, A.; Malan, C.; Lea, L.; Tissot-Croset, K.; Polet, D.; Falciola, C. Chimia 2006, 60, 124-130.
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Imamoto, T.; Sugita, K.; Yoshida, K. J. Am. Chem. Soc. 2005, 127, 11934-11935.
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No reaction occurred when R is a cyclohexyl group
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No reaction occurred when R is a cyclohexyl group.
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28
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0037164048
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For Lewis acid-mediated reactions of allylboronates with aldehydes, see: a
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For Lewis acid-mediated reactions of allylboronates with aldehydes, see: (a) Ishiyama, T.; Ahiko, T.; Miyaura, N. J. Am. Chem. Soc. 2002, 124, 12414-12415.
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For experimental and theoretical studies on addition of neutral borylcopper(I) species across C-C double bonds, see: (a) Laitar, D. S.; Tsui, E. Y.; Sadighi, J. P. Organometallics 2006, 25, 2405-2408.
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For experimental and theoretical studies on addition of neutral borylcopper(I) species across C-C double bonds, see: (a) Laitar, D. S.; Tsui, E. Y.; Sadighi, J. P. Organometallics 2006, 25, 2405-2408.
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2442645140
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The involvement of (π-allyl)copper(III) species, which are key intermediates in allylic substitution with diorganocuprates, is unlikely. The neutral boryl-copper species (B) should be less reactive toward oxidative addition than anionic diorganocuprates owing to lower nucleophilicity. See: Yamanaka, M.; Kato, S.; Nakamura, E. J. Am. Chem. Soc. 2004, 126, 6287-6293.
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The involvement of (π-allyl)copper(III) species, which are key intermediates in allylic substitution with diorganocuprates, is unlikely. The neutral boryl-copper species (B) should be less reactive toward oxidative addition than anionic diorganocuprates owing to lower nucleophilicity. See: Yamanaka, M.; Kato, S.; Nakamura, E. J. Am. Chem. Soc. 2004, 126, 6287-6293.
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