The Journal of organic chemistry

The regiochemistry of cyclization of α-sulfenyl-, α-sulfinyl-, and α-sulfonyl-5-hexenyl radicals: Procedures leading to regioselective syntheses of cyclic sulfones and …

EW Della, SD Graney

Index: Della, Ernest W.; Graney, Sean D. Organic Letters, 2002 , vol. 4, # 23 p. 4065 - 4067

Full Text: HTML

Citation Number: 21

Abstract

A study of the cyclization of α-sulfenyl-, α-sulfinyl-, and α-sulfonyl-5-hexenyl and 5-methyl-5- hexenyl radicals reveals a unique contrast in the mode of ring closure of the radicals. In the case of the 5-hexenyl radicals, the sulfinyl-substituted species displays unexpected

 Related Synthetic Route
N/A Structure

473330-09-5

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-18-6

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-16-4

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

N/A Structure

473330-18-6

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-16-4

N/A

~%

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

methyl iodide Structure

74-88-4

methyl iodide

3-methyl-3-butenyl thioacetate Structure

473330-05-1

3-methyl-3-bute...

~75%

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-09-5

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-18-6

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

3-methyl-3-butenyl thioacetate Structure

473330-05-1

3-methyl-3-bute...

~%

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-16-4

N/A

~%

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...

N/A Structure

473330-09-5

N/A

~%

3,3-dimethylthiolane Structure

5161-76-2

3,3-dimethylthiolane

4-Methyl-tetrahydro-2H-thiopyran Structure

5161-17-1

4-Methyl-tetrah...

2-methyl-4-methylsulfanylbut-1-ene Structure

5952-75-0

2-methyl-4-meth...


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