Sulfur participation in solvolysis involving four-membered ring intermediates |
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| Authors: | Ernest L Eliel William H Pearson Linda M Jewell Anthony G Abatjoglou William R Kenan |
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| Institution: | Laboratories of Chemistry University of North Carolina, Chapel Hill, NC 27514 USA |
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| Abstract: | Neighboring group participation via four-membered ring intermediates resulting in complete rearrangement occurs in the methanolysis of R1R2C(SCH2C6H5)CH2CH(R3)OTs when R1=R2=R3=Me and when R1=R2=Me, R3=H. No rearrangement is found for R1=R2=R3=H or R1=R2=H, R3=Me. The case of R1=Me, R2=R3=H is intermediate. |
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