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

Asymmetric Copper-Catalyzed [2, 3]-Sigmatropic Rearrangements of Alkyl-and Aryl-Substituted Allyl Sulfides

DW McMillen, N Varga, BA Reed…

Index: Cere, Vanda; Massaccesi, Franco; Pollicino, Salvatore; Ricci, Alfredo Synthetic Communications, 1996 , vol. 26, # 5 p. 899 - 907

Full Text: HTML

Citation Number: 40

Abstract

... Volume: Page: Digital Object Identifier (DOI). ... entry a, compd 2 or 4, substituent (R=), ligand, ee (%), yield (%). 1, a, methyl, 5a, 2.8, 58. 2, b, adamantyl, 5a, 26, 62. 3, c, trityl, 5a, 27, 66. 4, d, (+)-menthyl, 5a, 60, 72. 5, d, (+)-menthyl, 21, 40. 6, e, phenyl, 5a, 14, 59. ...

1-prop-2-enylsulfanylhexane Structure

1-prop-2-enylsu...

~54%

hexanethiol Structure

Hexane, 1- (propylthio)- Structure

Hexane, 1- (pro...

hexanethiol Structure

~%

Hexane, 1- (propylthio)- Structure

Hexane, 1- (pro...

Hexylvinyl sulfide Structure

Hexylvinyl sulfide

~%

Hexane, 1- (propylthio)- Structure

Hexane, 1- (pro...

N/A Structure

~%

Hexane, 1- (propylthio)- Structure

Hexane, 1- (pro...

1-prop-2-enylsulfanylhexane Structure

1-prop-2-enylsu...

~%

Hexane, 1- (propylthio)- Structure

Hexane, 1- (pro...

Phenylthioethene Structure

Phenylthioethene

~32%

phenylethylthiol Structure

phenylethylthiol

Thiophenol Structure

Thiophenol Structure

~%

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~%

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~%

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

Phenylthioethene Structure

Phenylthioethene

~%

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~4%

Benzene, (butylthio)- Structure

Benzene, (butyl...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~%

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

Thiophenol Structure

~%

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~%

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

Phenylthioethene Structure

Phenylthioethene

~%

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~0%

Benzene, (propylthio)- Structure

Benzene, (propy...

Thiophenol Structure

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~0%

Benzene, (butylthio)- Structure

Benzene, (butyl...

Thiophenol Structure

Phenylthioethene Structure

Phenylthioethene

~0%

phenylethylthiol Structure

phenylethylthiol

Thiophenol Structure

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~0%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

Thiophenol Structure

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~75%

Benzene, (butylthio)- Structure

Benzene, (butyl...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

Thiophenol Structure

Thiophenol Structure

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

Phenylthioethene Structure

Phenylthioethene

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~26%

Benzene, (butylthio)- Structure

Benzene, (butyl...

Thiophenol Structure

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~%

Benzene, (butylthio)- Structure

Benzene, (butyl...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~52%

Benzene, (propylthio)- Structure

Benzene, (propy...

Thiophenol Structure

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~39%

Benzene, (propylthio)- Structure

Benzene, (propy...

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~%

Benzene, (propylthio)- Structure

Benzene, (propy...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~%

Benzene, (propylthio)- Structure

Benzene, (propy...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

Benzene, (propylthio)- Structure

Benzene, (propy...

Thiophenol Structure

~%

Benzene, (propylthio)- Structure

Benzene, (propy...

Phenylthioethene Structure

Phenylthioethene

~%

Benzene, (propylthio)- Structure

Benzene, (propy...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~3%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

Thiophenol Structure

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

Phenylthioethene Structure

Phenylthioethene

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

Thiophenol Structure

~%

3-methylbutylsulfanylbenzene Structure

3-methylbutylsu...

ALLYL PHENYL SULFIDE Structure

ALLYL PHENYL SULFIDE

~40%

Benzene, (propylthio)- Structure

Benzene, (propy...

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

but-2-enylsulfanylbenzene Structure

but-2-enylsulfa...

~%

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

Benzene,[(3-methyl-2-buten-1-yl)thio]- Structure

Benzene,[(3-met...

~%

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

Thiophenol Structure

~%

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

Phenylthioethene Structure

Phenylthioethene

~%

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

hexanethiol Structure

~%

1-prop-2-enylsulfanylhexane Structure

1-prop-2-enylsu...

Hexylvinyl sulfide Structure

Hexylvinyl sulfide

~%

1-prop-2-enylsulfanylhexane Structure

1-prop-2-enylsu...

N/A Structure

~%

1-prop-2-enylsulfanylhexane Structure

1-prop-2-enylsu...

but-3-en-1-yl(phenyl)sulfane Structure

but-3-en-1-yl(p...

~%

Benzene,(1-propen-1-ylthio)- Structure

Benzene,(1-prop...

Tert-Butylthiol Structure

Tert-Butylthiol

~%

ALLYL SEC-BUTYL SULFIDE Structure

ALLYL SEC-BUTYL...

The Isomerization by Base of Alkyl Allyl Sulfides to Alkyl P...

[Tarbell; Lovett Journal of the American Chemical Society, 1956 , vol. 78, p. 2259,2262]