Inverse electron demand Diels-Alder reactions of heterocyclic azadienes. Studies on the total synthesis of lavendamycin: investigative studies on the preparation of …

…, SR Duff, JS Panek, M Yasuda

Index: Boger, Dale L.; Duff, Steven R.; Panek, James S.; Yasuda, Masami Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5782 - 5789

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Citation Number: 124

Abstract

The investigation and utilization of the inverse electron demand [4+ 21 cycloaddition of 3, 5, 6-tris (ethoxycarbonyl)-1, 2, 4-triaine with electron-rich olefins and the subsequent implementation of a palladium (0bmediated P-carboline synthesis for the preparation of the CDE ring system of lavendamycin are detailed. Studies on the introduction and preparation of the 7-aminoquinoline-5, 8-quinone AB ring system of lavendamycin are described.

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