A search for maximal neighboring group participation in Solvolyses of allylic substrates. Ethanolysis of 2-(ω-alkylthioalkyl)-3-methyl-2-cyclohexenyl p-nitrobenzoates

DOI: 10.1016/S0040-4020(01)86349-3

Source and publish data:

Tetrahedron p. 2717 - 2728 (1993)

Update date:2022-07-31

Topics:

Authors:

Jursic, Branko S.

Ladika, Mladen

Sunko, Dionis E.

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Article abstract of DOI:10.1016/S0040-4020(01)86349-3

The solvolysis of 2-(ω-methylthioalkyl)- and 2-(ω-benzylthioalkyl)-3-methyl-2-cyclohexenyl p-nitrobenzoates 5 and 6 in 80 vol % ethanol includes several competitive reactions. Path k₁ is a stepwise process (k_H/k_D = 1.18-1.

Full text of DOI:10.1016/S0040-4020(01)86349-3

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