Chemische Berichte

Ein Beitrag zur Dienon??Phenol??Umlagerung

B Hagenbruch, S Hünig

Index: Hagenbruch, Bernd; Huenig, Siegfried Chemische Berichte, 1983 , vol. 116, # 12 p. 3884 - 3894

Full Text: HTML

Citation Number: 10

Abstract

Abstract Für das Dienon 1a wird eine verbesserte, für die Spirodienone 1b und c werden neue Synthesen beschrieben. Während 1a in Trifluoressigsäure beständig ist, lagern 1b und c zu den Dienonen 13b und c um, wobei nur 13c zum stabilen Endprodukt, dem Phenol 16c, weiterreagiert. Die Ergebnisse werden hinsichtlich der Struktur der Produkte und der Umlagerungsgeschwindigkeiten diskutiert.

 Related Synthetic Route
7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

~82%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

cyclopentylidenemethoxy(trimethyl)silane Structure

60484-91-5

cyclopentyliden...

~%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...

~%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

~%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

1-(4-oxopentan-2-yl)cyclopentane-1-carbaldehyde Structure

88245-95-8

1-(4-oxopentan-...

~%

6,10-dimethylspiro[4.5]deca-6,9-dien-8-one Structure

74411-00-0

6,10-dimethylsp...

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...

~85%

7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

cyclopentylidenemethoxy(trimethyl)silane Structure

60484-91-5

cyclopentyliden...

~%

7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

~%

7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

1-(4-oxopentan-2-yl)cyclopentane-1-carbaldehyde Structure

88245-95-8

1-(4-oxopentan-...

~%

7,9-dibromo-6,10-dimethylspiro[4.5]decan-8-one Structure

88245-93-6

7,9-dibromo-6,1...

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

~75%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

cyclohexylidenemethoxy-trimethyl-silane Structure

53282-55-6

cyclohexylidene...

~%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

~%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

~%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

1-(4-oxopentan-2-yl)cyclohexane-1-carbaldehyde Structure

88386-36-1

1-(4-oxopentan-...

~%

1,5-dimethylspiro[5.5]undeca-1,4-dien-3-one Structure

88245-94-7

1,5-dimethylspi...

cyclopentylidenemethoxy(trimethyl)silane Structure

60484-91-5

cyclopentyliden...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~91%

1-(4-oxopentan-2-yl)cyclopentane-1-carbaldehyde Structure

88245-95-8

1-(4-oxopentan-...

1-(4-oxopentan-2-yl)cyclohexane-1-carbaldehyde Structure

88386-36-1

1-(4-oxopentan-...

~93%

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

cyclohexylidenemethoxy-trimethyl-silane Structure

53282-55-6

cyclohexylidene...

~%

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

METHYLMAGNESIUM IODIDE Structure

917-64-6

METHYLMAGNESIUM...

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

~86%

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

cyclohexylidenemethoxy-trimethyl-silane Structure

53282-55-6

cyclohexylidene...

~%

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

1-(4-oxopentan-2-yl)cyclohexane-1-carbaldehyde Structure

88386-36-1

1-(4-oxopentan-...

~%

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

cyclohexylidenemethoxy-trimethyl-silane Structure

53282-55-6

cyclohexylidene...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~89%

1-(4-oxopentan-2-yl)cyclohexane-1-carbaldehyde Structure

88386-36-1

1-(4-oxopentan-...

1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-97-0

1,5-dimethylspi...

~71%

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

cyclohexylidenemethoxy-trimethyl-silane Structure

53282-55-6

cyclohexylidene...

~%

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

5-methylspiro[5.5]undec-1-en-3-one Structure

88245-96-9

5-methylspiro[5...

~%

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

1-(4-oxopentan-2-yl)cyclohexane-1-carbaldehyde Structure

88386-36-1

1-(4-oxopentan-...

~%

2,4-dibromo-1,5-dimethylspiro[5.5]undecan-3-one Structure

88245-98-1

2,4-dibromo-1,5...

2,6-Dibrom-3,4,4,5-tetramethylcyclohexanon Structure

40441-52-9

2,6-Dibrom-3,4,...

~81%

3,4,4,5-tetramethylcyclohexa-2,5-dien-1-one Structure

34014-87-4

3,4,4,5-tetrame...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

3,4,4,5-tetramethylcyclohexa-2,5-dien-1-one Structure

34014-87-4

3,4,4,5-tetrame...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

4,4,5-Trimethyl-2-cyclohexen-1-one Structure

17429-29-7

4,4,5-Trimethyl...

1-(4-oxopentan-2-yl)cyclopentane-1-carbaldehyde Structure

88245-95-8

1-(4-oxopentan-...

~93%

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

cyclopentylidenemethoxy(trimethyl)silane Structure

60484-91-5

cyclopentyliden...

~%

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

METHYLMAGNESIUM IODIDE Structure

917-64-6

METHYLMAGNESIUM...

10-methylspiro[4.5]dec-6-en-8-one Structure

88245-91-4

10-methylspiro[...

~96%

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...

cyclopentylidenemethoxy(trimethyl)silane Structure

60484-91-5

cyclopentyliden...

~%

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...

3-penten-2-one Structure

3102-33-8

3-penten-2-one

~%

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...

1-(4-oxopentan-2-yl)cyclopentane-1-carbaldehyde Structure

88245-95-8

1-(4-oxopentan-...

~%

6,10-dimethylspiro[4.5]decan-8-one Structure

88245-92-5

6,10-dimethylsp...


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