2001•Journal of Chemical ResearchRequires access

A Facial Synthesis of 7-Selenodaunomycinone Derivatives

Shu Jia Zhang, Yan Guang Wang

Abstract

7-selenodaunomycinone derivatives 3a–e were synthesised by condensation of daunomycinone 2 with aryl selenols catalysed by trifluoroacetic acid in dichloromethane at room temperature. When the concentration of aryl selenol exceeds 2 to 2–3 times, 7-deoxydaunomycinone 4 can be obtained. Also 7 S-configuration of 3a can turn into 7 R-isomer catalysed by boron trifluoride-etherate.

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Key concepts: Trifluoroacetic acid, Boron trifluoride, Dichloromethane, Chemistry, Condensation, Aryl, Boron, Catalysis