The Roles of Hetero Atoms in Solvolytic Reactions V : Transannular β-S-Participation in Solvolysis of S-Containing Heterocycles

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概要

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• The p-nitrobenzoates of 2-methyltetrahydro-2-thiophenemethanol and 3-methyltetrahydro-3-thiopyranol have been synthesized. The rates of solvolysis of the esters in 80% aqueous acetone have been determined titrimetrically. The β-methyl substitution of the primary ester has caused the rate to increase by a factor of 28 and its rate is 3.9 times faster than that of the tertiary ester. Both esters yield the corresponding alcohols in similar ratio, so that it is concluded to intervene the same intermediary episulfonium ion.

• 公益社団法人日本薬学会の論文
• 1978-10-25

著者

• 大石 洵一

  科学技術庁放射医学総合研究所

• 池上 四郎

  科学技術庁放射医学総合研究所

• 大石 洵一

  Division of Pharmaceutical Sciences, National Institute of Radiological Sciences

• 池上 四郎

  Division of Pharmaceutical Sciences, National Institute of Radiological Sciences

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• The Roles of Hetero Atoms in Solvolytic Reactions V : Transannular β-S-Participation in Solvolysis of S-Containing Heterocycles
• The Effects of Neighboring Heteroatoms in Ring Opening of Epoxides
• The Roles of Hetero Atoms in Solvolytic Reactions. III. Some Evidence for Preference of Intramolecular Catalysis by Nitrogen in Hydrolysis of Tertiary Alkyl Esters

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