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

Oxidative hydrolysis of. gamma.-thioacetalated phosphonium salts. Influence of the counterion on the course of the reaction

HJ Cristau, B Chabaud, H Christol

Index: Cristau, H. J.; Chabaud, B.; Christol, H. Journal of Organic Chemistry, 1984 , vol. 49, # 11 p. 2023 - 2025

Full Text: HTML

Citation Number: 4

Abstract

A fast reaction and an easy workup make cerium (1V) ammonium nitrate (CAN) an attractive reagent for oxidative hydrolysis of 1, 3-dithianes to the corresponding carbonyl compounds.'We proposed a mechanism based on electron transfer from sulfur to the metal followed by chemical reaction with the medium2 that is essentially identical with the one proposed for the electrochemical hydr~ lysis.~ We have already stated4 that the ...

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane Structure

2-methyl-2-(3-p...

~78%

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane 1-oxide Structure

2-methyl-2-(3-p...

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,nitrate Structure

2-(2-methyl-1,3...

~%

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane 1-oxide Structure

2-methyl-2-(3-p...

Benzaldehyde Structure

~%

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane 1-oxide Structure

2-methyl-2-(3-p...

[2-(2-Methyl-1-oxo-1λ4-[1,3]dithian-2-yl)-ethyl]-triphenyl-phosphonium; nitrate Structure

[2-(2-Methyl-1-...

Benzaldehyde Structure

~%

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane 1-oxide Structure

2-methyl-2-(3-p...

2-(2-diphenylphosphorylethyl)-2-methyl-1,3-dithiane Structure

2-(2-diphenylph...

~79%

4-diphenylphosphorylbutan-2-one Structure

4-diphenylphosp...

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,bromide Structure

2-(2-methyl-1,3...

~%

4-diphenylphosphorylbutan-2-one Structure

4-diphenylphosp...

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,nitrate Structure

2-(2-methyl-1,3...

Benzaldehyde Structure

~%

2-methyl-2-(3-phenylprop-2-enyl)-1,3-dithiane Structure

2-methyl-2-(3-p...

2-(1-oxo-1,3-dithian-2-yl)ethyl-triphenylphosphanium,nitrate Structure

2-(1-oxo-1,3-di...

Benzaldehyde Structure

~%

2-(3-phenylprop-2-enyl)-1,3-dithiane 1-oxide Structure

2-(3-phenylprop...

(3-(2-methyl-1,3-dithian-2-yl)propyl)triphenylphosphonium bromide Structure

(3-(2-methyl-1,...

~93%

3-(2-methyl-1,3-dithian-2-yl)propyl-triphenylphosphanium,nitrate Structure

3-(2-methyl-1,3...

3-(2-methyl-1,3-dithian-2-yl)propyl-triphenylphosphanium,nitrate Structure

3-(2-methyl-1,3...

~86%

4-oxopentyl(triphenyl)phosphanium,nitrate Structure

4-oxopentyl(tri...

(3-(2-methyl-1,3-dithian-2-yl)propyl)triphenylphosphonium bromide Structure

(3-(2-methyl-1,...

~%

4-oxopentyl(triphenyl)phosphanium,nitrate Structure

4-oxopentyl(tri...

(5-oxo-1,5λ4-dithiaspiro[5.5]undecan-10-yl)-triphenylphosphanium,nitrate Structure

(5-oxo-1,5λ4-di...

Benzaldehyde Structure

~%

10-benzylidene-1,5λ4-dithiaspiro[5.5]undecane 5-oxide Structure

10-benzylidene-...

2,2-dipropyl-1,3-dithiane Structure

2,2-dipropyl-1,...

~92%

4-Heptanone Structure

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,bromide Structure

2-(2-methyl-1,3...

~77%

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,perchlorate Structure

2-(2-methyl-1,3...

1,5-dithiaspiro[5.5]undecan-10-yl(triphenyl)phosphanium,bromide Structure

1,5-dithiaspiro...

~88%

1,5-dithiaspiro[5.5]undecan-10-yl(triphenyl)phosphanium,perchlorate Structure

1,5-dithiaspiro...

1-(1,3-dithian-2-yl)propan-2-yl-triphenylphosphanium,bromide Structure

1-(1,3-dithian-...

~90%

1-(1,3-dithian-2-yl)propan-2-yl-triphenylphosphanium,perchlorate Structure

1-(1,3-dithian-...

[2-(1,3-dithian-2-yl)-1-phenylethyl]-triphenylphosphanium,bromide Structure

[2-(1,3-dithian...

~86%

[2-(1,3-dithian-2-yl)-1-phenylethyl]-triphenylphosphanium,perchlorate Structure

[2-(1,3-dithian...

2-(2-methyl-1,3-dithian-2-yl)ethyl-triphenylphosphanium,bromide Structure

2-(2-methyl-1,3...

~87%

2-(2-diphenylphosphorylethyl)-2-methyl-1,3-dithiane Structure

2-(2-diphenylph...