Synthetic studies of the tandem enediyne-mono-and bisradical cyclizations

JW Grissom, TL Calkins, M Egan

Index: Grissom, Janet Wisniewski; Calkins, Trevor L.; Egan, Miles Journal of the American Chemical Society, 1993 , vol. 115, # 25 p. 11744 - 11752

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Citation Number: 25

Abstract

Abstract: The readily synthesized enediynes 12a-j possessing a tethered olefin radical acceptor can participate in a tandem enediyneradical cyclization to yield dihydrobenzindene derivatives 14a-j. In the present study, the scope of this reaction was expanded to include a wide variety of olefin acceptors. Substitution at both ends of olefin leads to the formation of two diastereomers 14b and 14c in a 3 3 1 ratio when Rj is Me and R1 is C02Me. The ...