Pentamethylcyclopentadienide in organic synthesis: nucleophilic addition of lithium pentamethylcyclopentadienide to carbonyl compounds and carbon–carbon bond cleavage of the adducts yielding the parent carbonyl compounds

Minoru Uemura; Kazunari Yagi; Masayuki Iwasaki; Kenichi Nomura; Hideki Yorimitsu; Koichiro Oshima

doi:10.1016/j.tet.2006.01.097

Pentamethylcyclopentadienide in organic synthesis: nucleophilic addition of lithium pentamethylcyclopentadienide to carbonyl compounds and carbon–carbon bond cleavage of the adducts yielding the parent carbonyl compounds

Tetrahedron ◽

10.1016/j.tet.2006.01.097 ◽

2006 ◽

Vol 62 (15) ◽

pp. 3523-3535 ◽

Cited By ~ 7

Author(s):

Minoru Uemura ◽

Kazunari Yagi ◽

Masayuki Iwasaki ◽

Kenichi Nomura ◽

Hideki Yorimitsu ◽

...

Keyword(s):

Organic Synthesis ◽

Carbonyl Compounds ◽

Nucleophilic Addition ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond

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Pentamethylcyclopentadienide in organic synthesis: nucleophilic addition of lithium pentamethylcyclopentadienide to aromatic aldehydes and carbon–carbon bond cleavage of the adducts affording the parent aldehydes

Tetrahedron Letters ◽

10.1016/j.tetlet.2005.05.094 ◽

2005 ◽

Vol 46 (29) ◽

pp. 4831-4833 ◽

Cited By ~ 8

Author(s):

Kazunari Yagi ◽

Hideki Yorimitsu ◽

Koichiro Oshima

Keyword(s):

Organic Synthesis ◽

Nucleophilic Addition ◽

Bond Cleavage ◽

Aromatic Aldehydes ◽

Carbon Bond ◽

Carbon Carbon Bond

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Pentamethylcyclopentadienide in Organic Synthesis: Nucleophilic Addition of Lithium Pentamethylcyclopentadienide to Aromatic Aldehydes and Carbon—Carbon Bond Cleavage of the Adducts Affording the Parent Aldehydes.

ChemInform ◽

10.1002/chin.200543093 ◽

2005 ◽

Vol 36 (43) ◽

Author(s):

Kazunari Yagi ◽

Hideki Yorimitsu ◽

Koichiro Oshima

Keyword(s):

Organic Synthesis ◽

Nucleophilic Addition ◽

Bond Cleavage ◽

Aromatic Aldehydes ◽

Carbon Bond ◽

Carbon Carbon Bond

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ChemInform Abstract: Development of Samarium Diiodide Promoted Regioselective Carbon-Carbon Bond Cleavage Reaction of γ-Halo- and ε-Halo-α,β-Unsaturated Carbonyl Compounds: Application to the Synthesis of Biologically Active Natural Products

ChemInform ◽

10.1002/chin.201112228 ◽

2011 ◽

Vol 42 (12) ◽

pp. no-no

Author(s):

Toshio Honda

Keyword(s):

Natural Products ◽

Carbonyl Compounds ◽

Bond Cleavage ◽

Biologically Active ◽

Samarium Diiodide ◽

Cleavage Reaction ◽

Carbon Bond ◽

Bond Cleavage Reaction ◽

Carbon Carbon Bond ◽

Active Natural

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ChemInform Abstract: Intramolecular Nucleophilic Addition to Unsaturated Carbon. Dependence of Cyclization Efficiency on the Method of Carbon-Carbon Bond Cleavage Utilized to Generate the Reactive Species.

ChemInform ◽

10.1002/chin.199013160 ◽

1990 ◽

Vol 21 (13) ◽

Author(s):

L. A. PAQUETTE ◽

J. P. GILDAY ◽

G. D. MAYNARD

Keyword(s):

Nucleophilic Addition ◽

Bond Cleavage ◽

Reactive Species ◽

Carbon Bond ◽

Carbon Carbon Bond

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ChemInform Abstract: Mild Carbon-Carbon Bond Cleavage of Carbonyl Compounds Using Pentafluoroiodobenzene Bis(trifluoroacetate).

ChemInform ◽

10.1002/chin.198732091 ◽

1987 ◽

Vol 18 (32) ◽

Author(s):

R. M. MORIARTY ◽

I. PRAKASH ◽

R. PENMASTA

Keyword(s):

Carbonyl Compounds ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond

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ChemInform Abstract: Photoinduced Electron Transfer Carbon-Carbon Bond Cleavage of Radical Cations of Carbonyl Compounds in Solution. 2,4,6-Triphenylpyrylium Salt-Sensitized Oxygenation of Aralkyl Ketones and Aldehydes.

ChemInform ◽

10.1002/chin.199237095 ◽

2010 ◽

Vol 23 (37) ◽

pp. no-no

Author(s):

R. AKABA ◽

Y. NIIMURA ◽

T. FUKUSHIMA ◽

Y. KAWAI ◽

T. TAJIMA ◽

...

Keyword(s):

Electron Transfer ◽

Photoinduced Electron Transfer ◽

Carbonyl Compounds ◽

Bond Cleavage ◽

Radical Cations ◽

Carbon Bond ◽

Carbon Carbon Bond

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Development of Samarium Diiodide-Promoted Regioselective Carbon-Carbon Bond Cleavage Reaction of γ-Halo- and ε-Halo-α,β-unsaturated Carbonyl Compounds: Application to the Synthesis of Biologically Active Natural Products

Heterocycles ◽

10.3987/rev-10-683 ◽

2010 ◽

Vol 81 (12) ◽

pp. 2719 ◽

Cited By ~ 13

Author(s):

Toshio Honda

Keyword(s):

Natural Products ◽

Carbonyl Compounds ◽

Bond Cleavage ◽

Biologically Active ◽

Samarium Diiodide ◽

Cleavage Reaction ◽

Carbon Bond ◽

Bond Cleavage Reaction ◽

Carbon Carbon Bond ◽

Active Natural

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Chlorodimethylaluminum-promoted nucleophilic addition of lithium pentamethylcyclopentadienide to aliphatic aldehydes and DDQ-mediated carbon–carbon bond cleavage of the adducts providing the parent aldehydes

Tetrahedron Letters ◽

10.1016/j.tetlet.2005.10.159 ◽

2006 ◽

Vol 47 (2) ◽

pp. 163-166 ◽

Cited By ~ 10

Author(s):

Minoru Uemura ◽

Hideki Yorimitsu ◽

Koichiro Oshima

Keyword(s):

Nucleophilic Addition ◽

Bond Cleavage ◽

Aliphatic Aldehydes ◽

Carbon Bond ◽

Carbon Carbon Bond

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Chlorodimethylaluminum-Promoted Nucleophilic Addition of Lithium Pentamethylcyclopentadienide to Aliphatic Aldehydes and DDQ-Mediated Carbon—Carbon Bond Cleavage of the Adducts Providing the Parent Aldehydes.

ChemInform ◽

10.1002/chin.200616078 ◽

2006 ◽

Vol 37 (16) ◽

Author(s):

Minoru Uemura ◽

Hideki Yorimitsu ◽

Koichiro Oshima

Keyword(s):

Nucleophilic Addition ◽

Bond Cleavage ◽

Aliphatic Aldehydes ◽

Carbon Bond ◽

Carbon Carbon Bond

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Photoinduced electron-transfer carbon-carbon bond cleavage of radical cations of carbonyl compounds in solution. 2,4,6-Triphenylpyrylium salt-sensitized oxygenation of aralkyl ketones and aldehydes

Journal of the American Chemical Society ◽

10.1021/ja00038a003 ◽

1992 ◽

Vol 114 (12) ◽

pp. 4460-4464 ◽

Cited By ~ 19

Author(s):

Ryoichi Akaba ◽

Yuji Niimura ◽

Takao Fukushima ◽

Yukinori Kawai ◽

Tomonori Tajima ◽

...

Keyword(s):

Electron Transfer ◽

Photoinduced Electron Transfer ◽

Carbonyl Compounds ◽

Bond Cleavage ◽

Radical Cations ◽

Carbon Bond ◽

Carbon Carbon Bond

Download Full-text