Tetrahedron Letters

New coumarins from Harbouria trachypleura: isolation and synthesis

NR Guz, P Lorenz, FR Stermitz

Index: Guz, Nathan R; Lorenz, Peter; Stermitz, Frank R. Tetrahedron Letters, 2001 , vol. 42, # 37 p. 6491 - 6494

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Citation Number: 23

Abstract

Two known furanocoumarins,(+)-oxypeucedanin and (+)-saxalin, two known coumarins, umbelliferone and (+)-epoxysuberosin, and two new coumarins (+)-trachypleuranin-A and (±)-trachypleuranin-B, were isolated from the methanol extract of Harbouria trachypleura. An efficient five-step asymmetric synthesis of (+)-trachypleuranin-A was performed using a sequential [3, 3] Claisen–Cope rearrangement and a Shi asymmetric epoxidation.(±)- ...

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