The Journal of Organic Chemistry

Total syntheses of atrovenetin and scleroderodione

G Buechi, JC Leung

Index: Buechi, George; Leung, Jeffrey C. Journal of Organic Chemistry, 1986 , vol. 51, # 25 p. 4813 - 4818

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Citation Number: 16

Abstract

Total syntheses of (*)-atrovenetin (1) and (A)-scleroderodione (26) in 11 steps are described. The novel regioselective Claisen rearrangement-cyclization of the dianion 11 to the dihydrobenzofuran 7 and the regioselective, acid-catalyzed cyclization of 15 to the naphthalenes 16 and 17 constitute the critical phases of the syntheses.