Helvetica chimica acta

Silicon??Directed Nazarov Reactions II. Preparation and Cyclization of β??Silyl??substituted Divinyl Ketones

TK Jones, SE Denmark

Index: Jones, Todd K.; Denmark, Scott E. Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2377 - 2396

Full Text: HTML

Citation Number: 91

Abstract

Abstract Two general methods for the preparation of β-silyl-substituted divinyl ketones have been developed starting from either α, β-unsaturated aldehydes or simple ketones. Anhydrous FeCl 3 induces the cyclization to cyclopentenones under mild conditions and in good yields with predictable and complete control over the position of the double bond in the five-membered ring. The observed effects of substituents on rate can be explained by a ...

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4-methyl-1-trimethylsilylpenta-1,4-dien-3-ol Structure

81256-01-1

4-methyl-1-trim...

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4-methyl-1-trimethylsilylpenta-1,4-dien-3-one Structure

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2-(Bromovinyl)Trimethylsilane Structure

41309-43-7

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4-methyl-1-trimethylsilylpenta-1,4-dien-3-one Structure

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4-methyl-1-trimethylsilylhexa-1,4-dien-3-ol Structure

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~92%

4-methyl-1-trimethylsilylhexa-1,4-dien-3-one Structure

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2-(Bromovinyl)Trimethylsilane Structure

41309-43-7

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~%

4-methyl-1-trimethylsilylhexa-1,4-dien-3-one Structure

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trans-3-(trimethylsilyl)acryl-aldehyde Structure

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4-methyl-1-trimethylsilylhexa-1,4-dien-3-one Structure

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1-phenyl-5-trimethylsilylpenta-1,4-dien-3-ol Structure

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4-phenylcyclopent-2-en-1-one Structure

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2-(Bromovinyl)Trimethylsilane Structure

41309-43-7

2-(Bromovinyl)T...

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1-(3-methylcyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

89244-63-3

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1-Cyclohexene-1-carboxaldehyde, 3-methyl- (9CI) Structure

63282-01-9

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1-(3-methylcyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

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1-(cyclohexen-1-yl)prop-2-en-1-one Structure

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1-(cyclohexen-1...

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2,3,3a,4,5,6-Hexahydro-(1H)-inden-1-one Structure

40954-63-0

2,3,3a,4,5,6-He...

2,3,4,5,6,7-Hexahydro-1H-indene-1-one Structure

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1-(Cyclohex-1-enyl)prop-2-en-1-ol Structure

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2,3,4,5,6,7-Hexahydro-1H-indene-1-one Structure

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cyclohexene carbaldehyde Structure

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cyclohexene car...

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2,3,4,5,6,7-Hexahydro-1H-indene-1-one Structure

22118-00-9

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Crotonaldehyde Structure

123-73-9

Crotonaldehyde

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1-trimethylsilylhexa-1,4-dien-3-ol Structure

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(E)-1-(3,4-dihydro-1-naphthyl)-3-trimethylsilyl-2-propen-1-ol Structure

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1-naphthalen-1-yl-3-trimethylsilylprop-2-en-1-one Structure

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trans-3-(trimethylsilyl)acryl-aldehyde Structure

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1-naphthalen-1-yl-3-trimethylsilylprop-2-en-1-one Structure

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1-tetralone (2,4,6-triisopropylbenzenesulfonyl)hydrazone Structure

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1-naphthalen-1-yl-3-trimethylsilylprop-2-en-1-one Structure

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3,4-Dihydronaphthalen-1(2H)-one Structure

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1-naphthalen-1-yl-3-trimethylsilylprop-2-en-1-one Structure

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trans-3-(trimethylsilyl)acryl-aldehyde Structure

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1-(6-methylcyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

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2-methylcyclohexanone (2,4,6-triisopropylphenyl)sulphonylhydrazone Structure

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2-Methylcyclohexanone Structure

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1-(Cyclohex-1-enyl)prop-2-en-1-ol Structure

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1-(cyclohexen-1-yl)prop-2-en-1-one Structure

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cyclohexene carbaldehyde Structure

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3-Pentanone Structure

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4-ethyl-1-trimethylsilylhexa-1,4-dien-3-ol Structure

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trans-3-(trimethylsilyl)acryl-aldehyde Structure

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4-methylidene-1-trimethylsilylhex-1-en-3-one Structure

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4-methylidene-1-trimethylsilylhex-1-en-3-ol Structure

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trans-3-(trimethylsilyl)acryl-aldehyde Structure

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1-trimethylsilylhexa-1,4-dien-3-ol Structure

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1-trimethylsilylhexa-1,4-dien-3-one Structure

59376-60-2

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2-(Bromovinyl)Trimethylsilane Structure

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59376-60-2

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1-naphthalen-1-yl-3-trimethylsilylprop-2-en-1-one Structure

89244-73-5

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6342-87-6

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1-tetralone (2,4,6-triisopropylbenzenesulfonyl)hydrazone Structure

82201-15-8

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6342-87-6

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2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE Structure

6342-87-6

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(E)-1-(3,4-dihydro-1-naphthyl)-3-trimethylsilyl-2-propen-1-ol Structure

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81255-97-2

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1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-86-9

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6140-65-4

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1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

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1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-86-9

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58107-34-9

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1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-86-9

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Cyclopentanone Structure

120-92-3

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1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-86-9

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89244-78-0

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4-ethyl-1-trimethylsilylhexa-1,4-dien-3-one Structure

89244-82-6

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63883-81-8

3-pentanone (2,...

~%

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89244-82-6

4-ethyl-1-trime...

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3-Pentanone Structure

96-22-0

3-Pentanone

~%

4-ethyl-1-trimethylsilylhexa-1,4-dien-3-one Structure

89244-82-6

4-ethyl-1-trime...

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5,5-dimethyl-4-methylidene-1-trimethylsilylhex-1-en-3-ol Structure

89244-79-1

5,5-dimethyl-4-...

~84%

5,5-dimethyl-4-methylidene-1-trimethylsilylhex-1-en-3-one Structure

89244-83-7

5,5-dimethyl-4-...

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Pinacolone Structure

75-97-8

Pinacolone

~%

5,5-dimethyl-4-methylidene-1-trimethylsilylhex-1-en-3-one Structure

89244-83-7

5,5-dimethyl-4-...

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1-phenyl-5-trimethylsilylpenta-1,4-dien-3-ol Structure

81256-03-3

1-phenyl-5-trim...

~90%

1-phenyl-5-trimethylsilylpenta-1,4-dien-3-one Structure

59376-62-4

1-phenyl-5-trim...

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2-(Bromovinyl)Trimethylsilane Structure

41309-43-7

2-(Bromovinyl)T...

~%

1-phenyl-5-trimethylsilylpenta-1,4-dien-3-one Structure

59376-62-4

1-phenyl-5-trim...

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cyclopentanone (2,4,6-triisopropylbenzenesulfonyl)hydrazone Structure

64027-99-2

cyclopentanone ...

~%

1-(cyclopenten-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-86-9

1-(cyclopenten-...

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(E)-1-(1-cyclohexenyl)-3-trimethylsilyl-2-propen-1-ol Structure

81255-98-3

(E)-1-(1-cycloh...

~86%

1-(cyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-87-0

1-(cyclohexen-1...

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cyclohexene carbaldehyde Structure

1192-88-7

cyclohexene car...

~%

1-(cyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-87-0

1-(cyclohexen-1...

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2-(Bromovinyl)Trimethylsilane Structure

41309-43-7

2-(Bromovinyl)T...

~%

1-(cyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-87-0

1-(cyclohexen-1...

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cyclohexanone 2,4,6-triisopropylbenzenesulfonyl hydrazone Structure

61835-95-8

cyclohexanone 2...

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1-(cyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-87-0

1-(cyclohexen-1...

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Cyclohexanone Structure

108-94-1

Cyclohexanone

~%

1-(cyclohexen-1-yl)-3-trimethylsilylprop-2-en-1-one Structure

81255-87-0

1-(cyclohexen-1...

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