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Zenichi Yoshida (1925-2023)
Zenichi Yoshida (1925-2023)
Professor. Zenichi Yoshida,
a member of the Honorary Advisors of HETEROCYCLES (1975-1998),
has passed away on May 4, 2023 at the age of 97.
I deeply express my regret over his death.
Kunio Ogasawara
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May 11, 2023
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Report | Regular issue | Vol 23, No. 5, 1985, pp.1181-1195
Published online, 1st January, 1970■ Stereospecific Synthesis of Thiazolidine-2-thiones
Published online, 1st January, 1970
DOI: 10.3987/R-1985-05-1181
■ Stereospecific Synthesis of Thiazolidine-2-thiones
Ernesto Brunet, M. Carmen Carreño, and José Luis Garcia Ruano*
*Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain
Abstract
The synthesis of thiazolidine-2-thiones from vic-iodoalkanecarbamates, stereospecifically obtained from cis and trans-butene, is reported. Reaction of the iodo-derivatives with potassium ethylxanthate and sodium hydroxide, allowed the stereospecific formation of thiazolidine-2-thiones. The stereochemistry of the latter reaction could be controlled by the experimental conditions. 4-Phenylthiazolidine-1-thione was obtained from the vic-iodoalkanecarbamate generated from styrene. A separable mixture of thiazolidin-2-ones (major camponent) and thiazolidine-2-thiones was obtained by reduction with NaBH4 from the substitution product of vic-iodoalkanecarbamates with potasium ethylxanthate.
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