Art

J-GLOBAL ID：200902210937955835   Reference number：08A0811983

Regioselective Hydroxysulfenylation of α,β-Unsaturated Imines: Enhanced Stability of an Intermediate Radical

α,β-不飽和イミンの位置選択的ヒドロキシスルフェニル化 中間体ラジカルの強化した安定性

Author (6)： UEDA Masafumi (Kobe Pharmaceutical Univ., Kobe, JPN) ,  MIYABE Hideto (Hyogo Univ. Health Sci., Kobe, JPN) ,  SHIMIZU Hidenori (Kobe Pharmaceutical Univ., Kobe, JPN) ,  SUGINO Hisako (Kobe Pharmaceutical Univ., Kobe, JPN) ,  MIYATA Okiko (Kobe Pharmaceutical Univ., Kobe, JPN) ,  NAITO Takeaki (Kobe Pharmaceutical Univ., Kobe, JPN)
Material： Angewandte Chemie. International Edition  (Angewandte Chemie. International Edition in English)
Volume： 47  Issue： 30  Page： 5600-5604  Publication year： 2008 
JST Material Number： H0127B  ISSN： 1433-7851  CODEN： ACIEAY  Document type： Article
Article type： 短報  Country of issue： Germany, Federal Republic of (DEU)  Language： ENGLISH (EN)

Thesaurus term： *radical reaction ,  stability ,  sulfide(organic) ,  *oxime ether ,  thiol ,  sulfurization ,  reaction intermediate ,  *imine ,  regiospecific reaction ,  chemical bond ,  C-O bond ,  reactivity ,  addition reaction ,  competitive reaction ,  oxygen ,  diastereomer ,  asymmetric synthesis ,  olefin compound ,  aromatic compound
Semi thesaurus term： C-S bond ,  sulfidation ,  ヒドロキシスルフェニル化

JST classification (2)： Aliphatic amines,imines,quaternary ammonium,immonium compounds  (CF03070L) ,  Photochemical reaction,radical reaction  (CF02090A)

Substance index (22)： Benzenethiol ,  Triethylborane ,  4-(Benzyloxyimino)crotonic acid ethyl ester ,  (2S,3S)-2-(Phenylthio)-3-hydroxy-4-(2,2-diphenylhydrazono)butyric acid ethyl ester ,  (2S,3S)-2-(Phenylthio)-3-hydroxy-4-(benzyloxyimino)butyric acid ethyl ester ,  (2S,3S)-2-(4-Chlorophenylthio)-3-hydroxy-4-(benzyloxyimino)butyric acid ethyl ester ,  (2S,3S)-2-(4-Hydroxyphenylthio)-3-hydroxy-4-(benzyloxyimino)butyric acid ethyl ester ,  Crotonaldehyde O-benzyloxime ,  trans-Cinnamaldehyde O-benzyloxime ,  (2E)-3-(Phenylthio)propenal O-benzyl oxime ,  (2S,3R)-2-Hydroxy-3-(phenylthio)butanal O-benzyl oxime ,  (2S,3R)-2-Hydroxy-3-(phenylthio)-3-phenylpropanal O-benzyl oxime ,  (2S)-2-Hydroxy-3,3-bis(phenylthio)propanal O-benzyl oxime ,  (1R,5R,7S)-4-[(2E)-1-Oxo-4-(benzyloxyimino)-2-butenyl]-10,10-dimethyl-3-thia(VI)-4-azatricyclo[5.2.1.0^1,5]decane-3,3-dione ,  2-Cyclopentene-1-one O-benzyl oxime ,  (1S,4R)-3-Methylenebicyclo[2.2.1]heptane-2-one O-benzyl oxime ,  (5S)-2-Methyl-5-(1-methyl-1-hydroxyethyl)-2-cyclohexene-1-one O-benzyl oxime ,  (1R,5R,7S)-4-[(2S,3S)-1-Oxo-2-(phenylthio)-3-hydroxy-4-[(benzyloxy)imino]butyl]-10,10-dimethyl-3-thia(VI)-4-azatricyclo[5.2.1.0^1,5]decane-3,3-dione ,  (2R,3R)-2-Hydroxy-3-(phenylthio)cyclopentane-1-one O-benzyl oxime ,  (1S,4R)-3-Hydroxy-3-[(phenylthio)methyl]bicyclo[2.2.1]heptane-2-one O-benzyl oxime ,  (2S)-2-Methyl-2α-hydroxy-3β-(phenylthio)-5α-(1-methyl-1-hydroxyethyl)cyclohexanone O-benzyl oxime ,  (2R)-2-Methyl-2β-hydroxy-3α-(phenylthio)-5β-isopropenylcyclohexanone O-benzyl oxime

Terms in the title (7)： 不飽和 ,  イミン ,  位置選択 ,  中間体 ,  ラジカル ,  強化 ,  安定性