Synthesis of (±)-eleutherin,(±)-isoeleutherin, and their demethoxy analogues. A novel synthetic approach

Y Naruta, H Uno, K Maruyama

Index: Naruta, Yoshinori; Uno, Hidemitsu; Maruyama, Kazuhiro Journal of the Chemical Society, Chemical Communications, 1981 , # 24 p. 1277 - 1278

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Citation Number: 31

Abstract

(±)-Eleutherin (1) and (±)-isoeleutherin (3) are prepared by intramolecular cyclization to the naphthopyrans of 2-acetyl-3-allyl-8-methoxy-1, 4-napthoquinone, which is itself obtained by the Lewis acid-mediated allylation of 2-acetyl-8-methoxy-1, 4-naphthoquinone (5) with allyltrimethylstannane (7).