Tetrahedron

Novel synthesis of thianinhydrin

DB Hauze, MM Joullié, R Ramotowski, A Cantu

Index: Hauze, Diane B.; Joullie, Madeleine M.; Ramotowski, Robert; Cantu, Antonio Tetrahedron, 1997 , vol. 53, # 12 p. 4239 - 4246

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Citation Number: 15

Abstract

The synthesis of the previously reported thianinhydrin (12) was achieved from 3- methylthiophene via the corresponding 5, 6-dihydrocyclopenta [b] thiophen-4, 6-dione (10). Conversion of 10 to the tricarbonyl (12) proceeded in good yield using dimethydioxirane oxidation of 5, 6-dihydro-5-dimethyl aminomethylenecyclopenta [b] thiophen-4, 6-dione (14). The fluorescence intensity of the zinc salt of the product of 12 and glycine was similar to ...