Journal of Organic Chemistry p. 3102 - 3108 (1991)
Update date:2022-08-02
Topics:
Magatti, Charles V.
Kaminski, James J.
Rothberg, Irvin
Convergent total syntheses of dehydroambliol-A (1a), its unnatural Z isomer 1b, and ambliofuran (2) are described.The syntheses utilized 2-(3'-furyl)-1,3-dithiane (6) as a common intermediate.Analysis of their proton and carbon magnetic resonance spectra confirm that in the natural product dehydroambliol-A and in synthetic dehydroambliol-A the Δ7-bond possesses the E geometry, while in the unnatural isomer of dehydroambliol-A, the Δ7-bond is of the Z configuration.
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(1991)
