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

Stereochemistry of direct olefin formation from carbonyl compounds and lithiated heterocyclic sulfones

JB Baudin, G Hareau, SA Julia, R Lorne…

Index: Baudin, J. B.; Hareau, G.; Julia, S. A.; Lorne, R.; Ruel, O. Bulletin de la Societe Chimique de France, 1993 , vol. 130, p. 856 - 878

Full Text: HTML

Citation Number: 207

Abstract

... Titre du document / Document title. Stereochemistry of direct olefin formation from carbonyl compounds and lithiated heterocyclic sulfones. Auteur(s) / Author(s). BAUDIN JB ; HAREAU G. ; JULIA SA ; LORNE R. ; RUEL O. ; Affiliation(s) du ou des auteurs / Author(s) Affiliation(s). Ecole normale supérieure, lab. chimie, 75231 Paris, FRANCE Revue / Journal Title. Bulletin de la Société chimique de France ISSN 0037-8968 CODEN BSCFAS ...

2-(Ethylsulfonyl)benzothiazole Structure

2-(Ethylsulfony...

Nonanal Structure

~25%

2-Undecene Structure

2-Pyridinethiol Structure

2-Pyridinethiol

~%

Pyridine,2-(2-propen-1-ylthio)- Structure

Pyridine,2-(2-p...

2-[(propyl)sulfonyl]-1,3-benzothiazole Structure

2-[(propyl)sulf...

Nonanal Structure

~48%

3-dodecene Structure

2-benzylsulfanylpyridine Structure

2-benzylsulfany...

~%

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

Benzothiazole, 2-[(phenylmethyl)thio]- Structure

Benzothiazole, ...

~%

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

2-benzylsulfanylpyrimidine Structure

2-benzylsulfany...

~%

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

Nonanal Structure

2-[(phenylmethyl)sulfonyl]pyrimidine Structure

2-[(phenylmethy...

~%

(Z)-1-phenyl-1-decene Structure

(Z)-1-phenyl-1-...

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

Nonanal Structure

2-[(phenylmethyl)sulfonyl]pyridine Structure

2-[(phenylmethy...

~%

(Z)-1-phenyl-1-decene Structure

(Z)-1-phenyl-1-...

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

Nonanal Structure

2-benzylsulfonyl-1,3-benzothiazole Structure

2-benzylsulfony...

~%

(Z)-1-phenyl-1-decene Structure

(Z)-1-phenyl-1-...

[(E)-dec-1-enyl]benzene Structure

[(E)-dec-1-enyl...

Decanal Structure

Benzothiazole,2-(methylsulfonyl)- Structure

Benzothiazole,2...

~20%

1-Undecene Structure

2-(3-phenylprop-2-enylsulfanyl)-1,3-benzothiazole Structure

2-(3-phenylprop...

~%

hexa-1,3-dienylbenzene Structure

hexa-1,3-dienyl...

Propionaldehyde Structure

Propionaldehyde

N/A Structure

~%

hexa-1,3-dienylbenzene Structure

hexa-1,3-dienyl...

(1E,3Z)-1-phenylhexa-1,3-diene Structure

(1E,3Z)-1-pheny...

Benzothiazole,2-(methylsulfonyl)- Structure

Benzothiazole,2...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

~64%

4-Methoxystyrene Structure

4-Methoxystyrene

Benzothiazole,2-(methylsulfonyl)- Structure

Benzothiazole,2...

3-tert-butyl-cyclobutanone Structure

3-tert-butyl-cy...

~21%

1-Methylene-4β-tert-butylcyclohexane Structure

1-Methylene-4β-...

2-benzylsulfonyl-1,3-benzothiazole Structure

2-benzylsulfony...

p-Tolualdehyde Structure

~72%

1-Methyl-4-((E)-styryl)-benzene Structure

1-Methyl-4-((E)...

Benzothiazole, 2-[(phenylmethyl)thio]- Structure

Benzothiazole, ...

~%

1-Methyl-4-((E)-styryl)-benzene Structure

1-Methyl-4-((E)...

2-Mercaptobenzothiazole Structure

2-Mercaptobenzo...

~%

2-benzylsulfonyl-1,3-benzothiazole Structure

2-benzylsulfony...

2-(chloromethylsulfanyl)-1,3-benzothiazole Structure

2-(chloromethyl...

~%

2-(chloromethylsulfonyl)-1,3-benzothiazole Structure

2-(chloromethyl...

Benzaldehyde Structure

N/A Structure

~%

(Z)-1-(4-methylphenyl)-1-pentene Structure

(Z)-1-(4-methyl...

TRANS-1-PHENYL-1-PENTENE Structure

TRANS-1-PHENYL-...

Cyclohexanone Structure

2-[(phenylmethyl)sulfonyl]pyrimidine Structure

2-[(phenylmethy...

~82%

Cyclohexylidenemethyl-benzene Structure

Cyclohexylidene...

Benzothiazole, 2-[(phenylmethyl)thio]- Structure

Benzothiazole, ...

~%

Cyclohexylidenemethyl-benzene Structure

Cyclohexylidene...

2-benzylsulfanylpyrimidine Structure

2-benzylsulfany...

~%

Cyclohexylidenemethyl-benzene Structure

Cyclohexylidene...

2-Mercaptobenzothiazole Structure

2-Mercaptobenzo...

~%

2-(3-phenylprop-2-enylsulfanyl)-1,3-benzothiazole Structure

2-(3-phenylprop...

Nonanal Structure

N/A Structure

~%

dodeca-1,3-diene Structure

dodeca-1,3-diene

(Z)-dodeca-1,3-diene Structure

(Z)-dodeca-1,3-diene

Cyclohexanone Structure

2-[(3-methylbut-2-enyl)sulfonyl]benzothiazole Structure

2-[(3-methylbut...

~66%

3-methylbut-2-enylidenecyclohexane Structure

3-methylbut-2-e...

Cyclohexanone Structure

2-[(3-methylbut-2-enyl)sulfonyl]benzothiazole Structure

2-[(3-methylbut...

~54%

benzothiazolinone Structure

benzothiazolinone

3-methylbut-2-enylidenecyclohexane Structure

3-methylbut-2-e...

2-[(3-methylbut-2-enyl)thio]benzothiazole Structure

2-[(3-methylbut...

~%

3-methylbut-2-enylidenecyclohexane Structure

3-methylbut-2-e...

2-(Ethylsulfonyl)benzothiazole Structure

2-(Ethylsulfony...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

~53%

trans-Anethole Structure

Valeraldehyde Structure

N/A Structure

~26%

(Z)-5-Dodecen-7-yne Structure

(Z)-5-Dodecen-7-yne

Nonanal Structure

N/A Structure

~49%

tridec-4-ene Structure

Decanal Structure

N/A Structure

~%

(Z)-trideca-1,3-diene Structure

(Z)-trideca-1,3...

trideca-1,3-diene Structure

trideca-1,3-diene

Benzophenone Structure

Benzothiazole,2-(methylsulfonyl)- Structure

Benzothiazole,2...

~54%

diphenylethylene Structure

diphenylethylene

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

2-(chloromethylsulfonyl)-1,3-benzothiazole Structure

2-(chloromethyl...

~%

1-(2-CHLOROPHENYL)IMIDAZOLINE-2-THIONE Structure

1-(2-CHLOROPHEN...

4-METHOXY-TRANS-BETA-CHLOROSTYRENE Structure

4-METHOXY-TRANS...

Synthesis using 1-lithio 1-seleno alkenes

[Denis, J. N.; Krief, A. Tetrahedron Letters, 1982 , vol. 23, # 33 p. 3411 - 3414]

Action d'organomagnesiens sur des sulfures et des sels de su...

[Gendreau,Y. et al. Journal of Organometallic Chemistry, 1977 , vol. 142, p. 1 - 7]

Action d'organomagnesiens sur des sulfures et des sels de su...

[Gendreau,Y. et al. Journal of Organometallic Chemistry, 1977 , vol. 142, p. 1 - 7]

Décomposition et propriétés électrophiles des carbénoïdes mo...

[Villieras, J.; Rambaud, M.; Kirschleger, B.; Tarhouni, R. Bulletin de la Societe Chimique de France, 1985 , # 5 p. 837 - 843]

Homoallylic substitution reactions of 1-cyclopropyl-1-haloet...

[Hrubiec, Robert T.; Smith, Michael B. Journal of Organic Chemistry, 1984 , vol. 49, # 2 p. 385 - 388]