Issue 0, 1980
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Lithium keten thioacetalides. Factors influencing α-versusγ-alkylation

William S. Murphy  and  Sompong Wattanasin  

Abstract

Alkylation of the lithium salt of the vinyl-1,3-dithian (2; R = CH3) occurred exclusively at the α-carbon. However both α- and γ-alkylation was observed with the substrate (2; R = C6H5). A systematic investigation revealed that the α : γ ratio is correlated with the hardness of both the leaving group and the alkyl group of the alkylating agent. An occasionally formed side-product from the reactions of (2; R = C6H5) was the α,γ-dimer (11) of the anion (6; R = C6H5).

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Article information

DOI
https://doi.org/10.1039/P19800002678
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 2678-2682

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Lithium keten thioacetalides. Factors influencing α-versusγ-alkylation

W. S. Murphy and S. Wattanasin, J. Chem. Soc., Perkin Trans. 1, 1980, 2678 DOI: 10.1039/P19800002678

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