e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

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- ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Cyclohexanone Structure

~84%

oxazolidinone Structure

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

1-(trimethylsil...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

tert-Butanol Structure

~91%

oxazolidinone Structure

tert-butoxy(trimethyl)silane Structure

tert-butoxy(tri...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Phenylmalonic acid Structure

Phenylmalonic acid

~0%

oxazolidinone Structure

bis(trimethylsilyl) 2-phenylpropanedioate Structure

bis(trimethylsi...

Crotonic acid Structure

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

~0%

oxazolidinone Structure

trimethylsilyl but-2-enoate Structure

trimethylsilyl ...

Formic Acid Structure

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

~0%

oxazolidinone Structure

Formic acid trimethylsilyl ester Structure

Formic acid tri...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Menthol Structure

~0%

oxazolidinone Structure

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

trimethyl[5-met...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Propargyl alcohol Structure

Propargyl alcohol

~0%

oxazolidinone Structure

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

3-(Trimethylsil...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

N/A Structure

~0%

oxazolidinone Structure

Trimethylsilyl Propionate Structure

Trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Cinnamic acid Structure

~0%

oxazolidinone Structure

trimethylsilyl 3-phenylprop-2-enoate Structure

trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Cyclopentanone Structure

~0%

oxazolidinone Structure

1-trimethylsiloxycyclopentene Structure

1-trimethylsilo...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Acetophenone Structure

~0%

oxazolidinone Structure

1-phenyl(trimethylsiloxy)ethylene Structure

1-phenyl(trimet...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

benzoic acid Structure

~0%

oxazolidinone Structure

trimethylsilyl benzoate Structure

trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

tert-Butanol Structure

~0%

oxazolidinone Structure

tert-butoxy(trimethyl)silane Structure

tert-butoxy(tri...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Pivalic acid Structure

~0%

oxazolidinone Structure

N/A Structure

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Trichloroacetic acid Structure

Trichloroacetic acid

~0%

oxazolidinone Structure

Trimethylsilyl trichloroacetate Structure

Trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Cyclohexanone Structure

~0%

oxazolidinone Structure

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

1-(trimethylsil...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Thiophenol Structure

~0%

oxazolidinone Structure

Phenylthiotrimethylsilane Structure

Phenylthiotrime...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Ethanethiol Structure

~0%

oxazolidinone Structure

(ETHOXYCARBONYLMETHYL)DIPHENYLPHOSPHINE Structure

(ETHOXYCARBONYL...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

1-Propanethiol Structure

~0%

oxazolidinone Structure

N/A Structure

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

3-Mercaptopropionic acid Structure

3-Mercaptopropi...

~0%

oxazolidinone Structure

trimethylsilyl 3-(trimethylsilylthio)propanoate Structure

trimethylsilyl ...

Detail

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

2-Methylcyclohexanone Structure

2-Methylcyclohe...

~%

oxazolidinone Structure

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

trimethyl-(2-me...

Detail

Dichloroacetic acid Structure

Dichloroacetic acid

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

~%

oxazolidinone Structure

Dichloressigsaeuretrimethylsilylester Structure

Dichloressigsae...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Phenylmalonic acid Structure

Phenylmalonic acid

~72%

oxazolidinone Structure

bis(trimethylsilyl) 2-phenylpropanedioate Structure

bis(trimethylsi...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

3-Mercaptopropionic acid Structure

3-Mercaptopropi...

~0%

oxazolidinone Structure

trimethylsilyl 3-(trimethylsilylthio)propanoate Structure

trimethylsilyl ...

Detail

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

N/A Structure

~94%

oxazolidinone Structure

Trimethylsilyl Propionate Structure

Trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

benzoic acid Structure

~95%

oxazolidinone Structure

trimethylsilyl benzoate Structure

trimethylsilyl ...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Thiophenol Structure

~93%

oxazolidinone Structure

Phenylthiotrimethylsilane Structure

Phenylthiotrime...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

2-Methylcyclohexanone Structure

2-Methylcyclohe...

~%

oxazolidinone Structure

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

trimethyl-(2-me...

Detail

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Propargyl alcohol Structure

Propargyl alcohol

~94%

oxazolidinone Structure

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

3-(Trimethylsil...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Acetophenone Structure

~84%

oxazolidinone Structure

1-phenyl(trimethylsiloxy)ethylene Structure

1-phenyl(trimet...

N-Trimethylsilyl-2-oxazolidinone Structure

N-Trimethylsily...

Trichloroacetic acid Structure

Trichloroacetic acid

~85%

oxazolidinone Structure

Trimethylsilyl trichloroacetate Structure

Trimethylsilyl ...

Trifluoromethanesulfonic acid Structure

Trifluoromethan...

Trimethylsilyl trichloroacetate Structure

Trimethylsilyl ...

~40%

Trimethylsilyl trifluoromethanesulfonate Structure

Trimethylsilyl ...

Trifluoromethanesulfonic acid Structure

Trifluoromethan...

N,O-Bis(trimethylsilyl)acetamide Structure

N,O-Bis(trimeth...

~43%

Trimethylsilyl trifluoromethanesulfonate Structure

Trimethylsilyl ...

Mukaiyama aldol and Michael reactions catalyzed by lanthanid...

[Giuseppone, Nicolas; Van De Weghe, Pierre V.; Mellah, Mohamed; Collin, Jacqueline Tetrahedron, 1998 , vol. 54, # 43 p. 13129 - 13148]

Di-tert-butylmagnesium as an atom-efficient, carbon-centred ...

[Synlett, , # 9 p. 1386 - 1390]

Quaternary ammonium enolates as synthetic intermediates. Tri...

[Journal of the American Chemical Society, , vol. 98, p. 2346 - 2348]

Synthesis of. alpha.-iodo ketones

[Journal of Organic Chemistry, , vol. 52, # 17 p. 3919 - 3920]

Reactions of (CO) 5MnSi (CH3) 3 with. alpha.-bromo carbonyl ...

[Marsi, Marianne; Brinkman, Kerry C.; Lisensky, Carol A.; Vaughn, George D.; Gladysz, J. A. Journal of Organic Chemistry, 1985 , vol. 50, # 18 p. 3396 - 3401]