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J-GLOBAL ID：200902213595317024   Reference number：06A0691544

ENDO-SELECTIVE ASYMMETRIC INVERSE ELECTRON-DEMAND 1,3-DIPOLAR CYCLOADDITION REACTION OF NITRONES

ニトロンのendo選択的不斉逆電子要求性1,3-双極環状付加反応

Author (7)： ASHIZAWA Tomoko (Keio Univ., Yokohama, JPN) ,  OHTSUKI Natsuki (Keio Univ., Yokohama, JPN) ,  MIURA Tomoyuki (Keio Univ., Yokohama, JPN) ,  OHYA Makoto (Keio Univ., Yokohama, JPN) ,  SHINOZAKI Takaomi (Keio Univ., Yokohama, JPN) ,  IKENO Taketo (Keio Univ., Yokohama, JPN) ,  YAMADA Tohru (Keio Univ., Yokohama, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 68  Issue： 9  Page： 1801-1810  Publication year： Sep. 01, 2006 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *cycloaddition ,...

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JST classification (5)： Aromatic monocyclic ketones  (CF05170I) ,  Furans  (CF07072V) ,  Cyclization reaction,ring-opening reaction  (CF02050I) ,  Other catalysts  (CB06123Z) ,  Cobalt bnd nickel complexes  (CE01092Y)

Substance index (8)： (2-Phenylhexahydrofuro[3,2-d]isoxazole-3-yl)phenyl ketone ,  2,2′-[[(1R,2R)-1,2-Diphenylethylene]bisnitrilomethylidyne]bis(1-mesityl-3-hydroxy-2-butene-1-one) ,  2,2′-[[(1R,2R)-1,2-Dimethylethylene]bisnitrilomethylidyne]bis(1-mesityl-3-hydroxy-2-butene-1-one) ,  2,2′-[[(1R,2R)-Cyclohexane-1β,2α-diyl]bisnitrilomethylidyne]bis(1-mesityl-3-hydroxy-2-butene-1-one) ,  2,3-Dihydrofuran ,  N-Phenacylideneaniline N-oxide ,  4-Acetylbiphenyl ,  rel-[(3aβ^*,6aβ^*)-2-Phenylhexahydrofuro[3,2-d]isoxazole-3β^*-yl](biphenyl-4-yl) ketone

Reference (17)：

• For general reviews see: J. J. Tufariello,“1, 3-Dipolar Cycloaddition Chemistry,” ed. by A. Padwa; Wiley: New York, 1984; K. B. G. Torssell,“Nitrile Oxides, Nitrones and Nitronates in Organic Synthesis,” VCH Publishers Inc., New York (1988); J. J. Tufariello, Acc. Chem. Res., 1979, 12, 396; M. Frederickson, Tetrahedron, 1997, 53, 403;“Synthetic Applications of 1, 3-Dipolar Cycloaddition Chemistry toward Heterocycles and Natural Products,” ed. by A. Padwa and W. H. Pearson, Wiley and Sons, Hoboken, New Jersey (2003); G. Romeo, D.1annazzo, A. Piperno, R. Romeo, A. Corsaro, A. Rescifina, and U. Chiacchio, Mini-Rev. Org. Chem., 2005, 2, 59; A. E. Koumbis and J. K. Gallos, Curr. Org. Chem., 2003, 7, 585; K. Riick-Braun, T. H. E. Freysoldt, and F. Wierschem, Chem. Soc. Rev., 2005, 34, 507.
• Alkenoyl oxazolidinones dipolar cycloadditions: K. V. Gothelf and K. A. JOrgensen, J. Org. Chem., 1994, 59, 5687; K. V. Gothelf, R. G. Hazell, and K. A. Jorgensen, J. Org. Chem., 1996, 61, 346; S. Crosignani, G. G. Desimoni, G. Faita, S. Fillippone, A. Mortoni, P. Righetti, and M. Zema, Tetrahedron Lett., 1999, 40, 7007; A. I. Sanchez-Blanco, K. V. Gothelf, and K. A. Jorgensen, Tetrahedron Lett., 1997, 38, 7923; S. Kobayashi and M. Kawamura, J. Am. Chem. Soc., 1998, 120, 5840; S. Kanemasa, Y. Oderaotoshi, J. Tanaka, and E. Wada, J. Am. Chem. Soc., 1998, 120, 12355; K. Hori, H. Kodama, T. Ohta, and I. Furukawa, J. Org. Chem., 1999, 64, 5017; S. Iwasa, S. Tsushima, T. Shimada, and H. Nishiyama, Tetrahedron, 2002, 58, 227.
• Monodentate dipolar cycloadditions: M. Shirahase, Y. Oderaotoshi, and S. Kanemasa, The 78th Annual Meeting of the Chemical Society of Japan, March 2000, 4G1 08, Funabashi, Japan; S. Kanemasa,“Cycloaddition Reaction in Organic Synthesis,” ed. by S. Kobayashi and K. A. JOrgensen, Wiley-VCH, Weinheim (2002), pp. 274-277; F. Viton, G. Bernardinelli, and P. Kiindig, J. Am. Chem. Soc., 2002, 124, 4968.
• S. Kezuka, N. Ohtsuki, T. Mita, Y. Kogami, T. Ashizawa, T. Ikeno, and T. Yamada, Bull. Chem. Soc. Jpn., 2003, 76, 2197.
• 1, 3-Dipolar review: K. V. Gothelf and K. A. JOrgensen, Chem. Commun., 2000, 1449; K. V. Gothelf and K. A. Jorgensen, Chem. Rev., 1998, 98, 863.

Terms in the title (3)： ニトロン ,  電子 ,  双極環状付加反応