Art

J-GLOBAL ID：200902002030591482   Reference number：92A0224935

Substituent Effects on the Benzyl Groups in Sommelet-Hauser Rearrangement.

Sommelet-Hauser転位反応でのベンジル基における置換基効果

Author (3)： TANAKA T (Nagoya City Univ., Nagoya, JPN) ,  SHIRAI N (Nagoya City Univ., Nagoya, JPN) ,  SATO Y (Nagoya City Univ., Nagoya, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 40  Issue： 2  Page： 518-520  Publication year： Feb. 1992 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： rearrangement reaction ,...
Semi thesaurus term： Sommelet-Hauser転位反応 ,...

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JST classification (2)： Aromatic monocyclic amine,imine,quaternary ammonium,immonium compounds  (CF05050D) ,  Structure effect on organic reaction  (CF02110Z)

Substance index (26)： Methyl(benzyl)(4-methoxybenzyl)(trimethylsilylmethyl)aminium ,  Methyl(benzyl)(4-methylbenzyl)(trimethylsilylmethyl)aminium ,  Methyl(benzyl)(2-methylbenzyl)(trimethylsilylmethyl)aminium ,  Methyl(benzyl)(4-bromobenzyl)(trimethylsilylmethyl)aminium ,  Methyl(benzyl)(4-cyanobenzyl)(trimethylsilylmethyl)aminium ,  Methyl(benzyl)(4-nitrobenzyl)(trimethylsilylmethyl)aminium ,  Methyl(4-methylbenzyl)(4-methoxybenzyl)(trimethylsilylmethyl)aminium ,  Methyl(4-methylbenzyl)(4-bromobenzyl)(trimethylsilylmethyl)aminium ,  Methyldibenzyl(trimethylsilylmethyl)aminium ,  Methyl(2-methylbenzyl)(4-methoxybenzyl)amine ,  Methyl(2-methylbenzyl)(4-methylbenzyl)amine ,  Methylbenzyl(2-methylbenzyl)amine ,  Methyl(2-methylbenzyl)(4-bromobenzyl)amine ,  Methyl(2-methylbenzyl)(4-cyanobenzyl)amine ,  Methyl(2-methylbenzyl)(4-nitrobenzyl)amine ,  Methylbis(2-methylbenzyl)amine ,  Methyl(2,5-dimethylbenzyl)(4-methoxybenzyl)amine ,  Methyl(2,5-dimethylbenzyl)(4-bromobenzyl)amine ,  Methylbenzylphenethylamine ,  Methylbenzyl(2,5-dimethylbenzyl)amine ,  Methylbenzyl(2,3-dimethylbenzyl)amine ,  Methylbenzyl(2-methyl-5-bromobenzyl)amine ,  Methylbenzyl(2-methyl-5-cyanobenzyl)amine ,  Methyl(4-methylbenzyl)(2-methyl-5-bromobenzyl)amine ,  Methylbenzyl(4-cyanophenethyl)amine ,  Methylbenzyl(4-nitrophenethyl)amine

Reference (6)：

• 1) M. Nakano and Y. Sato, J. Org. Chem., 52, 1844 (1987).
• 2) N. Shirai, Y. Watanabe, and Y. Sato, J. Org. Chem., 55, 2767 (1990).
• 3) S.W. Kantor and C.R. Hauser, J. Am. Chem. Soc., 73, 4122 (1951).
• 4) A. Padwa, Y.Y. Chen, U. Chiacchio, and W. Dent, Tetrahedron, 41, 3529 (1985).
• 5) M. Takamatsu and M. Sekiya, Chem. Pharm. Bull., 29, 616 (1981).

Terms in the title (3)： 転位反応 ,  ベンジル基 ,  置換基効果