Total synthesis of angucyclines, 4. Synthesis of rac??tetrangomycin

K Krohn, K Khanbabaee

Index: Krohn, Karsten; Khanbabaee, Karamali Liebigs Annalen der Chemie, 1994 , # 11 p. 1109 - 1112

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Citation Number: 15

Abstract

Abstract The synthesis of racemic tetrangomycin (11) is reported. In the key step the hexahydrobenz [α] anthraquinone 8 is generated in a regioselective Diels-Alder reaction of diene 5 with bromonaphthoquinone 7. The conversion of 8 into 11 involves only three operations: treatment with diethyl ether–boron trifluoride, hydrogen peroxide and photooxygenation.