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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Synthesis of. beta.-lactam antibiotics by the sulfeno-cycloamination

M Ihara, Y Haga, M Yonekura, T Ohsawa…

文献索引：Ihara; Haga; Yonekura; et al. Journal of the American Chemical Society, 1983 , vol. 105, # 25 p. 7345 - 7352

全文：HTML全文

被引用次数: 32

摘要

Abstract: A novel efficient P-lactam synthesis was achieved by two successive processes (sulfeno-cycloamination), addition of phenylsulfenyl chloride to ru,@-unsaturated amides followed by base treatment. Key synthetic intermediates of monobactams and nocardicin derivatives were obtained via this method. Construction of the I-carbapenam ring system by the sulfenocycloamination is also described.

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

~%

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

~%

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

氨基甲酸苄酯结构式

氨基甲酸苄酯

丙酮酸结构式

~46%

Z-脱氢丙氨酸结构式

Z-脱氢丙氨酸

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

~%

4-(4-chloro-3-phenylsulfanylbutyl)azetidin-2-one结构式

4-(4-chloro-3-p...

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)azetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)azetidin-2-one结构式

4-(3-chloro-4-p...

4-but-3-enyl-1-[tert-butyl(dimethyl)silyl]azetidin-2-one结构式

4-but-3-enyl-1-...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)azetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)azetidin-2-one结构式

4-(3-chloro-4-p...

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

~61%

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

~%

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

~%

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

~%

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

~%

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

3-hydroxyimino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-hydroxyimino-...

~75%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

~%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

~%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

1-(4-methoxyphenyl)azetidine-2,3-dione结构式

1-(4-methoxyphe...

~%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

~%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

~%

3-amino-1-(4-methoxyphenyl)azetidin-2-one结构式

3-amino-1-(4-me...

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)-1-phenylsulfanylazetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)-1-phenylsulfanylazetidin-2-one结构式

4-(3-chloro-4-p...

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)-1-phenylsulfanylazetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)-1-phenylsulfanylazetidin-2-one结构式

4-(3-chloro-4-p...

未登录结构式

苯次磺酰氯结构式

苯次磺酰氯

~95%

3-chloro-2-methyl-N-phenyl-2-phenylsulfanylbutanamide结构式

3-chloro-2-meth...

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

~%

4-(3-chloro-4-phenylsulfanylbutyl)azetidin-2-one结构式

4-(3-chloro-4-p...

4-but-3-enylazetidin-2-one结构式

4-but-3-enylaze...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)azetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)azetidin-2-one结构式

4-(3-chloro-4-p...

4-but-3-enyl-1-[tert-butyl(dimethyl)silyl]azetidin-2-one结构式

4-but-3-enyl-1-...

苯次磺酰氯结构式

苯次磺酰氯

~%

4-(4-chloro-3-phenylsulfanylbutyl)azetidin-2-one结构式

4-(4-chloro-3-p...

4-(3-chloro-4-phenylsulfanylbutyl)azetidin-2-one结构式

4-(3-chloro-4-p...

3-(((benzyloxy)carbonyl)amino)-1-(p-methoxyphenyl)azetidin-2-one结构式

3-(((benzyloxy)...

~59%

benzyl N-(2-oxoazetidin-3-yl)carbamate结构式

benzyl N-(2-oxo...

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

~79%

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

~%

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

~%

1-(4-methoxyphenyl)-3-methylideneazetidin-2-one结构式

1-(4-methoxyphe...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

苯次磺酰氯结构式

苯次磺酰氯

~%

3-chloro-N-(4-methoxyphenyl)-2-methyl-2-phenylsulfanylpropanamide结构式

3-chloro-N-(4-m...

2-chloro-N-(4-methoxyphenyl)-2-methyl-3-phenylsulfanylpropanamide结构式

2-chloro-N-(4-m...

N-苯基丙烯酰胺结构式

N-苯基丙烯酰胺

苯次磺酰氯结构式

苯次磺酰氯

~%

2,3-dichloro-N-phenyl-2-phenylsulfanylpropanamide结构式

2,3-dichloro-N-...

2,3-dichloro-N-phenyl-2-phenylsulfanylpropanamide结构式

2,3-dichloro-N-...

~35%

3-chloro-1-phenyl-3-phenylsulfanylazetidin-2-one结构式

3-chloro-1-phen...

N-苯基丙烯酰胺结构式

N-苯基丙烯酰胺

~%

3-chloro-1-phenyl-3-phenylsulfanylazetidin-2-one结构式

3-chloro-1-phen...

苯次磺酰氯结构式

苯次磺酰氯

~%

3-chloro-1-phenyl-3-phenylsulfanylazetidin-2-one结构式

3-chloro-1-phen...

N-苄基甲基丙烯酰胺结构式

N-苄基甲基丙烯酰胺

苯次磺酰氯结构式

苯次磺酰氯

~22%

α-Phenylthio-β-chloroisobuttersaeurebenzylamid结构式

α-Phenylthio-β-...

N-benzyl-2-chloro-2-methyl-3-phenylsulfanylpropanamide结构式

N-benzyl-2-chlo...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

苯次磺酰氯结构式

苯次磺酰氯

~%

3-chloro-N-(4-methoxyphenyl)-2-methyl-2-phenylsulfanylpropanamide结构式

3-chloro-N-(4-m...

2-chloro-N-(4-methoxyphenyl)-2-methyl-3-phenylsulfanylpropanamide结构式

2-chloro-N-(4-m...

α-Phenylthio-β-chloroisobuttersaeurebenzylamid结构式

α-Phenylthio-β-...

~94%

1-benzyl-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-benzyl-3-meth...

N-苄基甲基丙烯酰胺结构式

N-苄基甲基丙烯酰胺

~%

1-benzyl-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-benzyl-3-meth...

苯次磺酰氯结构式

苯次磺酰氯

~%

1-benzyl-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-benzyl-3-meth...

N-苄基甲基丙烯酰胺结构式

N-苄基甲基丙烯酰胺

苯次磺酰氯结构式

苯次磺酰氯

~%

1-benzyl-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-benzyl-3-meth...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

苯次磺酰氯结构式

苯次磺酰氯

~%

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

1-(4-methoxyphenyl)-3-methyl-3-phenylsulfanylazetidin-2-one结构式

1-(4-methoxyphe...

~98%

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

N-(4-甲氧苯基)甲丙烯酰基酰胺结构式

N-(4-甲氧苯基)甲丙烯酰基酰胺

~%

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...

苯次磺酰氯结构式

苯次磺酰氯

~%

3-(benzenesulfinyl)-1-(4-methoxyphenyl)-3-methylazetidin-2-one结构式

3-(benzenesulfi...