The reaction of (R)-limonene with S-thioacids

Journal of the Brazilian Chemical Society

Marcio C. S. De Mattos¹  Rafael Berrelho Bernini¹ 

[1] ,Universidade Federal do Rio de Janeiro Instituto de Química Rio de Janeiro RJ ,Brazil

关键词: (R)-limonene;    S-thioester;    montmorillonite K-10;   

DOI  :  10.1590/S0103-50532007000500029

来源: SciELO

【 摘 要 】

The reaction of (R)-limonene with equimolar amount of S-thioacetic or S-thiobenzoic acids in refluxing toluene proceeded regioselectively in anti-Markovnikoff fashion forming 9-[(4R, 8RS)-p-menthenyl] S-thiocarboxylates (71 and 61% yield, respectively). The montmorillonite K-10 clay-catalyzed reaction of (R)-limonene with S-thioacetic acid led to the S-thioester (65%) along with p-menthadienes and p-cymene. It was observed that K-10 clay promoted the isomerization of limonene to p-menthadienes and further disproportionation to p-cymene.

【 授权许可】

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