Reagents and synthetic methods. 31. Silylations with N-trimethylsilyl-2-oxazolidinone (TMSO)

JM Aizpurua, C Palomo…

Index: Aizpurua, Jesus M.; Palomo, Claudio; Palomo, Antonio L. Canadian Journal of Chemistry, 1984 , vol. 62, p. 336 - 340

Full Text: HTML

Citation Number: 26

Abstract

JESUS M. AIZPURUA, CLAUDIO PALOMO, and ANTONIO L. PALOMO. Can. J. Chern. 62, 336 (1984). Silylation of ketones, alcohols, rnercaptans, and carboxylic acids with N-trimethylsilyl-2-oxazolidinone (TMSO) and triflic acid as catalyst has been described from synthetic and mechanistic points of view. ... JESUS M. AIZPURUA, CLAUDIO PALOMO et ANTONIO L. PALOMO. Can. J. Chern. 62, 336 (1984). On dCcrit I'ernploi de la N-trirnCthylsily1- ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Cyclohexanone Structure

108-94-1

Cyclohexanone

~84%

oxazolidinone Structure

497-25-6

oxazolidinone

1-(trimethylsilyloxy)-cyclohex-1-ene Structure

6651-36-1

1-(trimethylsil...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

tert-Butanol Structure

75-65-0

tert-Butanol

~91%

oxazolidinone Structure

497-25-6

oxazolidinone

tert-butoxy(trimethyl)silane Structure

13058-24-7

tert-butoxy(tri...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Phenylmalonic acid Structure

2613-89-0

Phenylmalonic acid

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

bis(trimethylsilyl) 2-phenylpropanedioate Structure

80372-12-9

bis(trimethylsi...

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Crotonic acid Structure

3724-65-0

Crotonic acid

N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl but-2-enoate Structure

88239-44-5

trimethylsilyl ...

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Formic Acid Structure

64-18-6

Formic Acid

N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

Formic acid trimethylsilyl ester Structure

18243-21-5

Formic acid tri...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Menthol Structure

89-78-1

Menthol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethyl[5-methyl-2-(1-methylethyl)cyclohexyloxy]silane Structure

62338-23-2

trimethyl[5-met...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Propargyl alcohol Structure

107-19-7

Propargyl alcohol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

3-(Trimethylsilyl)-2-propyn-1-ol Structure

5582-62-7

3-(Trimethylsil...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

N/A Structure

802294-64-0

N/A

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

Trimethylsilyl Propionate Structure

16844-98-7

Trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Cinnamic acid Structure

621-82-9

Cinnamic acid

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl 3-phenylprop-2-enoate Structure

2078-20-8

trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Cyclopentanone Structure

120-92-3

Cyclopentanone

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

1-trimethylsiloxycyclopentene Structure

19980-43-9

1-trimethylsilo...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Acetophenone Structure

98-86-2

Acetophenone

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

1-phenyl(trimethylsiloxy)ethylene Structure

13735-81-4

1-phenyl(trimet...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

benzoic acid Structure

65-85-0

benzoic acid

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl benzoate Structure

2078-12-8

trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

tert-Butanol Structure

75-65-0

tert-Butanol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

tert-butoxy(trimethyl)silane Structure

13058-24-7

tert-butoxy(tri...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Pivalic acid Structure

75-98-9

Pivalic acid

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

N/A Structure

37170-49-3

N/A

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Trichloroacetic acid Structure

76-03-9

Trichloroacetic acid

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

Trimethylsilyl trichloroacetate Structure

25436-07-1

Trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Cyclohexanone Structure

108-94-1

Cyclohexanone

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

1-(trimethylsilyloxy)-cyclohex-1-ene Structure

6651-36-1

1-(trimethylsil...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Thiophenol Structure

108-98-5

Thiophenol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

Phenylthiotrimethylsilane Structure

4551-15-9

Phenylthiotrime...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Ethanethiol Structure

75-08-1

Ethanethiol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

(ETHOXYCARBONYLMETHYL)DIPHENYLPHOSPHINE Structure

5573-62-6

(ETHOXYCARBONYL...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

1-Propanethiol Structure

107-03-9

1-Propanethiol

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

N/A Structure

18143-79-8

N/A

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

3-Mercaptopropionic acid Structure

107-96-0

3-Mercaptopropi...

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl 3-(trimethylsilylthio)propanoate Structure

21247-20-1

trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

2-Methylcyclohexanone Structure

583-60-8

2-Methylcyclohe...

~%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethyl-(2-methylcyclohexen-1-yl)oxysilane Structure

19980-35-9

trimethyl-(2-me...

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Dichloroacetic acid Structure

79-43-6

Dichloroacetic acid

N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

~%

oxazolidinone Structure

497-25-6

oxazolidinone

Dichloressigsaeuretrimethylsilylester Structure

25436-06-0

Dichloressigsae...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Phenylmalonic acid Structure

2613-89-0

Phenylmalonic acid

~72%

oxazolidinone Structure

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bis(trimethylsilyl) 2-phenylpropanedioate Structure

80372-12-9

bis(trimethylsi...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

3-Mercaptopropionic acid Structure

107-96-0

3-Mercaptopropi...

~0%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl 3-(trimethylsilylthio)propanoate Structure

21247-20-1

trimethylsilyl ...

Detail Learn More
N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

N/A Structure

802294-64-0

N/A

~94%

oxazolidinone Structure

497-25-6

oxazolidinone

Trimethylsilyl Propionate Structure

16844-98-7

Trimethylsilyl ...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

benzoic acid Structure

65-85-0

benzoic acid

~95%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethylsilyl benzoate Structure

2078-12-8

trimethylsilyl ...

Learn More
N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Thiophenol Structure

108-98-5

Thiophenol

~93%

oxazolidinone Structure

497-25-6

oxazolidinone

Phenylthiotrimethylsilane Structure

4551-15-9

Phenylthiotrime...

Learn More
N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

2-Methylcyclohexanone Structure

583-60-8

2-Methylcyclohe...

~%

oxazolidinone Structure

497-25-6

oxazolidinone

trimethyl-(2-methylcyclohexen-1-yl)oxysilane Structure

19980-35-9

trimethyl-(2-me...

Detail Learn More
N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Propargyl alcohol Structure

107-19-7

Propargyl alcohol

~94%

oxazolidinone Structure

497-25-6

oxazolidinone

3-(Trimethylsilyl)-2-propyn-1-ol Structure

5582-62-7

3-(Trimethylsil...

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N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Acetophenone Structure

98-86-2

Acetophenone

~84%

oxazolidinone Structure

497-25-6

oxazolidinone

1-phenyl(trimethylsiloxy)ethylene Structure

13735-81-4

1-phenyl(trimet...

Learn More
N-Trimethylsilyl-2-oxazolidinone Structure

43112-38-5

N-Trimethylsily...

Trichloroacetic acid Structure

76-03-9

Trichloroacetic acid

~85%

oxazolidinone Structure

497-25-6

oxazolidinone

Trimethylsilyl trichloroacetate Structure

25436-07-1

Trimethylsilyl ...

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Trifluoromethanesulfonic acid Structure

1493-13-6

Trifluoromethan...

Trimethylsilyl trichloroacetate Structure

25436-07-1

Trimethylsilyl ...

~40%

Trimethylsilyl trifluoromethanesulfonate Structure

27607-77-8

Trimethylsilyl ...

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Trifluoromethanesulfonic acid Structure

1493-13-6

Trifluoromethan...

N,O-Bis(trimethylsilyl)acetamide Structure

10416-59-8

N,O-Bis(trimeth...

~43%

Trimethylsilyl trifluoromethanesulfonate Structure

27607-77-8

Trimethylsilyl ...

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