Art

J-GLOBAL ID：200902136226868586   Reference number：02A0444205

Diastereoselective Imino-Aldol Condensation of Chiral 3-(p-Tolylsulfinyl)-2-furaldimine and Ester Enolates.

キラル3-(p-トリルスルフィニル)-2-フルアルジミンとエステルエノラート類とのジアステレオ選択的イミノ-アルドール縮合

Author (4)： ARAI Y (Gifu Pharmaceutical Univ., Gifu, JPN) ,  YONEDA S (Gifu Pharmaceutical Univ., Gifu, JPN) ,  MASUDA T (Gifu Pharmaceutical Univ., Gifu, JPN) ,  MASAKI Y (Gifu Pharmaceutical Univ., Gifu, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 50  Issue： 5  Page： 615-622  Publication year： May. 01, 2002 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *oxygen heterocyclic compound ,...
Semi thesaurus term： *Aldol condensation

   To see more with JDream III (charged).   {{ this.onShowAbsJLink("http://jdream3.com/lp/jglobal/index.html?docNo=02A0444205&from=J-GLOBAL&jstjournalNo=G0504A") }}

JST classification (2)： Addition reaction,elimination reaction  (CF02030M) ,  Furans  (CF07072V)

Substance index (34)： 3-(p-Tolylsulfinyl)-2-furaldehyde ,  N-[3-(p-Tolylsulfinyl)furfurylidene]-4-methoxyaniline ,  Dimethylketene ethyl(trimethylsilyl)acetal ,  1-Ethoxy-2-methyl-1-propenyloxylithium ,  1-Ethoxy-2-methyl-1-propenyloxymagnesium bromide ,  1-Ethoxy-2-methyl-1-propenyloxyaluminum dichloride ,  1-tert-Butoxyethenyloxylithium ,  1-tert-Butoxyethenyloxytrimethylsilane ,  (1-Ethoxy-1-propenyloxy) lithium ,  Lithium 1-methoxy-2-(benzyloxy)ethene-2-olate ,  Lithium 1-methoxy-2-(tert-butyldimethylsiloxy)ethene-2-olate ,  (R)-3-[3-(p-Tolylsulfinyl)-2-furyl]-3-(4-methoxyanilino)-2,2-dimethylpropionic acid ethyl ester ,  (S)-3-[3-(p-Tolylsulfinyl)-2-furyl]-3-(4-methoxyanilino)-2,2-dimethylpropionic acid ethyl ester ,  (4R)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3,3-dimethylazetidine-2-one ,  (4S)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3,3-dimethylazetidine-2-one ,  (R)-3-[3-(p-Tolylsulfinyl)-2-furyl]-3-(4-methoxyanilino)propionic acid tert-butyl ester ,  (S)-3-[3-(p-Tolylsulfinyl)-2-furyl]-3-(4-methoxyanilino)propionic acid tert-butyl ester ,  (3R,4R)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3-methylazetidine-2-one ,  (3S,4R)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3-methylazetidine-2-one ,  (3S,4S)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3-methylazetidine-2-one ,  (3R,4S)-4-[3-(p-Tolylsulfinyl)-2-furyl]-1-(4-methoxyphenyl)-3-methylazetidine-2-one ,  (2R,3R)-2-Methyl-3-(p-methoxyphenylamino)-3-[3-(p-tolylsulfinyl)-2-furyl]propionic acid ethyl ester ,  (2S,3R)-2-Methyl-3-(p-methoxyphenylamino)-3-[3-(p-tolylsulfinyl)-2-furyl]propionic acid ethyl ester ,  (2S,3S)-2-Methyl-3-(p-methoxyphenylamino)-3-[3-(p-tolylsulfinyl)-2-furyl]propionic acid ethyl ester ,  (2R,3S)-2-Methyl-3-(p-methoxyphenylamino)-3-[3-(p-tolylsulfinyl)-2-furyl]propionic acid ethyl ester ,  (3R)-1-(4-Methoxyphenyl)-3α-(benzyloxy)-4α-[3-(p-tolylsulfinyl)-2-furanyl]azetidine-2-one ,  (3S)-1-(4-Methoxyphenyl)-3β-(benzyloxy)-4α-[3-(p-tolylsulfinyl)-2-furanyl]azetidine-2-one ,  (3S)-1-(4-Methoxyphenyl)-3β-(benzyloxy)-4β-[3-(p-tolylsulfinyl)-2-furanyl]azetidine-2-one ,  (3R)-1-(4-Methoxyphenyl)-3α-(benzyloxy)-4β-[3-(p-tolylsulfinyl)-2-furanyl]azetidine-2-one ,  (4R)-1-(4-Methoxyphenyl)-3,3-dimethyl-4α-(2-furanyl)azetidine-2-one ,  Selegiline ,  Ro-16-6491 ,  Clorgiline ,  Ro-41-1049

Reference (77)：

• 1) Ojima I., Inaba S., Yoshida K., Tetrahedron Lett., 1977, 3643—3646 (1977).
• 2) Colvin E. W., McGarry D., Nugent M. J., Tetrahedron, 44, 4157—4172 (1988).
• 3) Hirai K., Homma H., Mikoshiba I., Heterocycles, 38, 281—282 (1994).
• 4) Guanti G., Narisano E., Banfi L., Tetrahedron Lett., 28, 4331—4334 (1987).
• 5) Guanti G., Narisano E., Banfi L., Tetrahedron Lett., 28, 4335—4338 (1987).

Terms in the title (5)： キラル ,  エステル ,  エノラート ,  ジアステレオ選択 ,  アルドール縮合