Web Release Date: August 1,
Total Synthesis of the Supposed Structure of (-)-Sclerophytin A and an Improved Route to (-)-7-Deacetoxyalcyonin Acetate
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025
Received June 21, 2000
| Abstract: |
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16 is the central step in total syntheses of (-)-7-deacetoxyalcyonin acetate (1) and the
compound with the alleged structure of sclerophytin A (2). Since tetracyclic diether 2 is not identical to sclerophytin A, the structure of this
antineoplastic marine diterpene must be revised. The conversion of 15 16 demonstrates for the first time that tetrahydrofurans containing
(Z)-1-methylalkenyl side chains can be prepared by Prins-pinacol rearrangements.
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