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J-GLOBAL ID：200902132778527125   Reference number：02A0126703

Synthesis of α-Alkylated (Z)-γ-Fluoro-β,γ-enoates through Organocopper Mediated Reaction of γ,γ-Difluoro-α,β-enoates: A Different Reactivity of R₃Al-Cu(I) and Me₂CuLi.

γ,γ-ジフルオロ-α,β-エン酸エステルの,有機銅が介在する反応によるα-アルキル化(Z)-γ-フルオロ-β,γ-エン酸エステルの合成 R₃Al-Cu(I)とMe₂CuLiの異なる反応性

Author (6)： OKADA M (Tokyo Women’s Medical Univ., Tokyo) ,  NAKAMURA Y (Tokyo Women’s Medical Univ., Tokyo) ,  SAITO A (Tokyo Univ. Pharmacy & Life Sci., Tokyo) ,  SATO A (Tokyo Women’s Medical Univ., Tokyo) ,  HORIKAWA H (Tokyo Women’s Medical Univ., Tokyo) ,  TAGUCHI T (Tokyo Univ. Pharmacy & Life Sci., Tokyo)
Material： Chemistry Letters  (Chem Lett)
Issue： 1  Page： 28-29  Publication year： Jan. 05, 2002 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,...

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JST classification (3)： Aromatic monocyclic carboxylic esters,carboxylic anhydrides,acid halides  (CF05190E) ,  Group 13 organic compounds  (CF09030J) ,  Group 11 and group 12 organic compounds  (CF09052N)

Substance index (16)： Methyl iodide ,  Benzyl bromide ,  4,4-Difluoro-5-hydroxy-5-phenyl-2-pentenoic acid ethyl ester ,  4,4-Difluoro-5-phenyl-5-[(4-methoxybenzoyl)amino]-2-pentenoic acid ethyl ester ,  4,4-Difluoro-5-hydroxy-6-phenyl-2-hexenoic acid ethyl ester ,  4,4-Difluoro-5-phenyl-2-pentenoic acid ethyl ester ,  (Z)-2-Methyl-4-fluoro-5-phenyl-5-hydroxy-3-pentenoic acid ethyl ester ,  (Z)-2-Isobutyl-4-fluoro-5-hydroxy-5-phenyl-3-pentenoic acid ethyl ester ,  (Z)-2-Methyl-4-fluoro-5-hydroxy-6-phenyl-3-hexenoic acid ethyl ester ,  (Z)-2-Isobutyl-4-fluoro-5-hydroxy-6-phenyl-3-hexenoic acid ethyl ester ,  (Z)-2-Methyl-4-fluoro-5-[(4-methoxybenzoyl)amino]-5-phenyl-3-pentenoic acid ethyl ester ,  (Z)-2-Methyl-4-fluoro-5-phenyl-3-pentenoic acid ethyl ester ,  (Z)-4-Fluoro-5-hydroxy-5-phenyl-3-pentenoic acid ethyl ester ,  (Z)-2-Benzyl-4-fluoro-5-hydroxy-6-phenyl-3-hexenoic acid ethyl ester ,  Trimethylaluminum ,  Triisobutylaluminum

Reference (32)：

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•  b) P. Cieplak and P. A. Kollman, J. Comp. Aided Mole. Design, 7, 291 (1993).
• 2) a) T. Alemendinger, E. Felder, and E. Hungerbuehler, in “Selective Fluorination in Organic and Bioorganic Chemistry,” ACS Symposium Series 456, ed. by J. T. Welch, American Chemical Society, Washington, D.C. (1991), p 186.
•  b) J. T. Welch, J. Lin, L. G. Borons, B. DeCorte, K. Bergmann, and R. Gimi, in “Biomedical Frontiers of Fluorine Chemistry,” ACS Symposium Series 639, ed. by I. Ojima, J. R. McCarthy, and J. T. Welch, American Chemical Society, Washington, D.C. (1996), p 129.
• 3) a) T. Alemendinger, P. Furet, and E. Hungerbuehler, Tetrahedron Lett., 31, 7297 (1990).

Terms in the title (6)： 酸 ,  エステル ,  銅 ,  アルキル化 ,  Cu ,  反応性