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Volumn 62, Issue 23, 1997, Pages 8109-8113

A Novel C-C Single-Bond Formation Accompanying C-O Bond Cleavage by Use of a Ketone, an Alkylating Reagent, and a Low-Valent Vanadium Complex in the Presence of a Catalytic Amount of Molecular Oxygen

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EID: 0004942732     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971164+     Document Type: Article
Times cited : (12)

References (43)
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    • and references therein
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    • For pinacol-type coupling of carbonyl compounds by vanadium(II) species, see: (a) Konradi, A. W.; Kemp, S. J.; Pedersen, S. F. J. Am. Chem. Soc. 1994, 116, 1316-1323 and references therein. (b) Kammermeier, B.; Beck, G.; Holla, W.; Jacobi, D.; Napierski, B.; Jendralla, H. Chem. Eur. J. 1996, 2, 307-315. (c) Hirao, T.; Hasegawa, T.; Muguruma, Y.; Ikeda, I. J. Org. Chem. 1996, 61, 366-367.
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    • and references therein
    • For reductive reaction by vanadium(II) species, see: (a) Olah, G. A.; Chao, Y.-L.; Arvanaghi, M.; Surya Prakash, G. K. Synthesis 1981, 476 and references therein. (b) Hirao, T.; Ohshiro, Y. Synlett 1990, 217-218. (c) Inokuchi, T.; Kawafuchi, H.; Torii, S. J. Org. Chem. 1991, 56, 4983-4985. (d) Inokuchi, T.; Kawafuchi, H.; Torii, S. Chem. Lett. 1992, 1895-1896. (e) Hirao, T.; Hirano, K.; Hasegawa, T.; Ohshiro, Y.; Ikeda, I. J. Org. Chem. 1993, 58, 6529-6530.
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    • For reductive reaction by vanadium(II) species, see: (a) Olah, G. A.; Chao, Y.-L.; Arvanaghi, M.; Surya Prakash, G. K. Synthesis 1981, 476 and references therein. (b) Hirao, T.; Ohshiro, Y. Synlett 1990, 217-218. (c) Inokuchi, T.; Kawafuchi, H.; Torii, S. J. Org. Chem. 1991, 56, 4983-4985. (d) Inokuchi, T.; Kawafuchi, H.; Torii, S. Chem. Lett. 1992, 1895-1896. (e) Hirao, T.; Hirano, K.; Hasegawa, T.; Ohshiro, Y.; Ikeda, I. J. Org. Chem. 1993, 58, 6529-6530.
    • (1990) Synlett , pp. 217-218
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    • For reductive reaction by vanadium(II) species, see: (a) Olah, G. A.; Chao, Y.-L.; Arvanaghi, M.; Surya Prakash, G. K. Synthesis 1981, 476 and references therein. (b) Hirao, T.; Ohshiro, Y. Synlett 1990, 217-218. (c) Inokuchi, T.; Kawafuchi, H.; Torii, S. J. Org. Chem. 1991, 56, 4983-4985. (d) Inokuchi, T.; Kawafuchi, H.; Torii, S. Chem. Lett. 1992, 1895-1896. (e) Hirao, T.; Hirano, K.; Hasegawa, T.; Ohshiro, Y.; Ikeda, I. J. Org. Chem. 1993, 58, 6529-6530.
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  • 30
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    • For reductive reaction by vanadium(II) species, see: (a) Olah, G. A.; Chao, Y.-L.; Arvanaghi, M.; Surya Prakash, G. K. Synthesis 1981, 476 and references therein. (b) Hirao, T.; Ohshiro, Y. Synlett 1990, 217-218. (c) Inokuchi, T.; Kawafuchi, H.; Torii, S. J. Org. Chem. 1991, 56, 4983-4985. (d) Inokuchi, T.; Kawafuchi, H.; Torii, S. Chem. Lett. 1992, 1895-1896. (e) Hirao, T.; Hirano, K.; Hasegawa, T.; Ohshiro, Y.; Ikeda, I. J. Org. Chem. 1993, 58, 6529-6530.
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    • For reductive reaction by vanadium(II) species, see: (a) Olah, G. A.; Chao, Y.-L.; Arvanaghi, M.; Surya Prakash, G. K. Synthesis 1981, 476 and references therein. (b) Hirao, T.; Ohshiro, Y. Synlett 1990, 217-218. (c) Inokuchi, T.; Kawafuchi, H.; Torii, S. J. Org. Chem. 1991, 56, 4983-4985. (d) Inokuchi, T.; Kawafuchi, H.; Torii, S. Chem. Lett. 1992, 1895-1896. (e) Hirao, T.; Hirano, K.; Hasegawa, T.; Ohshiro, Y.; Ikeda, I. J. Org. Chem. 1993, 58, 6529-6530.
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