Tetrahedron letters

3-Alkylfurans as useful synthetic equivalents for substituted δ2-butenolides

D Goldsmith, D Liotta, M Saindane, L Waykole…

Index: Goldsmith, David; Liotta, Dennis; Saindane, Manohar; Waykole, Liladhar; Bowen, Phillip Tetrahedron Letters, 1983 , vol. 24, # 52 p. 5835 - 5838

Full Text: HTML

Citation Number: 55

Abstract

... 3-ALKYLFURANS AS USEFUL SYNTHETIC EQUIVALENTS FOR SUBSTITUTED A2-BUTENOLIDES David Goldsmith*1, Dennis Liotta*l'2, Manohar Saindane, Liladhar Waykole and Phillip Bowen Department of Chemistry, Emory University; Atlanta, Georgia ... RRRO Me3Si O 1a,2R 2a,3R b,3R b,4R The requisite furans, for the projected sequence, alcohols 3 and 4, were prepared by the method of Graf and KSniglOa as recently modified by Liotta et allOb. ...

 Related Synthetic Route
3-Furanethanol Structure

53616-34-5

3-Furanethanol

Chlorotrimethylsilane Structure

75-77-4

Chlorotrimethyl...

~92%

trimethyl-[2-(2-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-14-3

trimethyl-[2-(2...

trimethyl-[2-(2-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-14-3

trimethyl-[2-(2...

~99%

2-(2-trimethylsilylfuran-3-yl)ethanol Structure

89861-15-4

2-(2-trimethyls...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

2-(2-trimethylsilylfuran-3-yl)ethanol Structure

89861-15-4

2-(2-trimethyls...

2-(5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-19-8

2-(5-(trimethyl...

~78%

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

2-(2-phenylsulfanylfuran-3-yl)ethanol Structure

89861-16-5

2-(2-phenylsulf...

~%

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

2-(2-(phenylthio)-5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-18-7

2-(2-(phenylthi...

~%

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

~%

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

Diphenyl disulfide Structure

882-33-7

Diphenyl disulfide

~88%

2-(2-phenylsulfanylfuran-3-yl)ethanol Structure

89861-16-5

2-(2-phenylsulf...

Chlorotrimethylsilane Structure

75-77-4

Chlorotrimethyl...

2-(2-phenylsulfanylfuran-3-yl)ethanol Structure

89861-16-5

2-(2-phenylsulf...

~91%

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

Diphenyl disulfide Structure

882-33-7

Diphenyl disulfide

~%

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

[4-(2-bromoethyl)furan-2-yl]-trimethylsilane Structure

89861-24-5

[4-(2-bromoethy...

Dimethyl malonate Structure

108-59-8

Dimethyl malonate

~70%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

2-(2-phenylsulfanylfuran-3-yl)ethanol Structure

89861-16-5

2-(2-phenylsulf...

~%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

2-(2-(phenylthio)-5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-18-7

2-(2-(phenylthi...

~%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

~%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

2-(5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-19-8

2-(5-(trimethyl...

~%

dimethyl 2-[2-(5-trimethylsilylfuran-3-yl)ethyl]propanedioate Structure

89861-25-6

dimethyl 2-[2-(...

3-((tert-butyldimethylsilyloxy)methyl)-2-(trimethylsilyl)furan Structure

89861-07-4

3-((tert-butyld...

~89%

4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-20-1

4-[[tert-butyl(...

3-Furancarbinol Structure

4412-91-3

3-Furancarbinol

~%

4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-20-1

4-[[tert-butyl(...

tert-butyl-(furan-3-ylmethoxy)-dimethylsilane Structure

89861-06-3

tert-butyl-(fur...

~%

4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-20-1

4-[[tert-butyl(...

tert-Butyldimethylsilyl chloride Structure

18162-48-6

tert-Butyldimet...

~%

4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-20-1

4-[[tert-butyl(...

tert-butyldimethyl((5-(trimethylsilyl)furan-3-yl)methoxy)silane Structure

89861-08-5

tert-butyldimet...

~75%

3-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-21-2

3-[[tert-butyl(...

3-Furancarbinol Structure

4412-91-3

3-Furancarbinol

~%

3-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-21-2

3-[[tert-butyl(...

tert-butyl-dimethyl-[(2-phenylsulfanylfuran-3-yl)methoxy]silane Structure

89861-10-9

tert-butyl-dime...

~%

3-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-21-2

3-[[tert-butyl(...

tert-butyldimethyl((2-(phenylthio)-5-(trimethylsilyl)furan-3-yl)methoxy)silane Structure

89861-11-0

tert-butyldimet...

~%

3-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-21-2

3-[[tert-butyl(...

(2-phenylsulfanylfuran-3-yl)methanol Structure

89861-09-6

(2-phenylsulfan...

~%

3-[[tert-butyl(dimethyl)silyl]oxymethyl]-2H-furan-5-one Structure

89861-21-2

3-[[tert-butyl(...

tert-butyldimethyl(2-(2-(trimethylsilyl)furan-3-yl)ethoxy)silane Structure

89861-12-1

tert-butyldimet...

~91%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

propionyl-carbonic acid ethyl ester Structure

425602-51-3

propionyl-carbo...

~%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

2-(2-trimethylsilylfuran-3-yl)ethanol Structure

89861-15-4

2-(2-trimethyls...

~%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

trimethyl-[2-(2-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-14-3

trimethyl-[2-(2...

~%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

tert-Butyldimethylsilyl chloride Structure

18162-48-6

tert-Butyldimet...

~%

4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-22-3

4-[2-[tert-buty...

tert-butyldimethyl(2-(5-(trimethylsilyl)furan-3-yl)ethoxy)silane Structure

89861-13-2

tert-butyldimet...

~89%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

3-Furanethanol Structure

53616-34-5

3-Furanethanol

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

2-(5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-19-8

2-(5-(trimethyl...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

propionyl-carbonic acid ethyl ester Structure

425602-51-3

propionyl-carbo...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

2-(2-phenylsulfanylfuran-3-yl)ethanol Structure

89861-16-5

2-(2-phenylsulf...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

2-(2-(phenylthio)-5-(trimethylsilyl)furan-3-yl)ethan-1-ol Structure

89861-18-7

2-(2-(phenylthi...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

trimethyl-[2-(2-phenylsulfanyl-5-trimethylsilylfuran-3-yl)ethoxy]silane Structure

89861-17-6

trimethyl-[2-(2...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

tert-Butyldimethylsilyl chloride Structure

18162-48-6

tert-Butyldimet...

~%

3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2H-furan-5-one Structure

89861-23-4

3-[2-[tert-buty...

3-Furancarbinol Structure

4412-91-3

3-Furancarbinol

Diphenyl disulfide Structure

882-33-7

Diphenyl disulfide

~96%

(2-phenylsulfanylfuran-3-yl)methanol Structure

89861-09-6

(2-phenylsulfan...

(2-phenylsulfanylfuran-3-yl)methanol Structure

89861-09-6

(2-phenylsulfan...

tert-Butyldimethylsilyl chloride Structure

18162-48-6

tert-Butyldimet...

~89%

tert-butyl-dimethyl-[(2-phenylsulfanylfuran-3-yl)methoxy]silane Structure

89861-10-9

tert-butyl-dime...

3-Furancarbinol Structure

4412-91-3

3-Furancarbinol

~%

tert-butyl-dimethyl-[(2-phenylsulfanylfuran-3-yl)methoxy]silane Structure

89861-10-9

tert-butyl-dime...

Diphenyl disulfide Structure

882-33-7

Diphenyl disulfide

~%

tert-butyl-dimethyl-[(2-phenylsulfanylfuran-3-yl)methoxy]silane Structure

89861-10-9

tert-butyl-dime...


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