Synthetic Studies on Kinamycin Antibiotics: Synthesis of a Trioxygenated Benz [f] indenone and its Diels–Alder Reaction to a Kinamycin Skeleton
…, A Morita, T Kumamoto, T Ishikawa
Index: Kitani, Yasuo; Morita, Akiko; Kumamoto, Takuya; Ishikawa, Tsutomu Helvetica Chimica Acta, 2002 , vol. 85, # 4 p. 1186 - 1195
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Citation Number: 42
Abstract
Abstract A benzo [b] fluorene skeleton such as 10, a basic four-ring system in the revised diazo structures 3 of kinamycin antibiotics, was synthesized by Diels-Alder reaction between dienophile 4, 7, 8-trioxygenated 1H-benz [f] inden-1-one 11 and Danishefsky-type diene 7. The indenone 11 was prepared by deoxygenation of 2, 3-dihydro-1H-benz [f] inden-1-one 12 with the inexpensive 1-hydroxy-1, 2-benziodoxol-3 (1H)-one 1-oxide (IBX) after ...
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