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Stereoselective Synthesis of (−)-Acanthoic Acid

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journal contribution
posted on 17.06.2000, 00:00 by Taotao Ling, Bryan A. Kramer, Michael A. Palladino, Emmanuel A. Theodorakis
The first stereoselective synthesis of (−)-acanthoic acid (1) has been designed and accomplished. Our synthetic plan departs from (−) Wieland−Miesher ketone (7) and calls upon a Diels−Alder cycloaddition reaction for the construction of the C ring of 1. The described synthesis confirms the proposed stereochemistry of 1 and represents an efficient entry into an unexplored class of biologically active diterpenes.

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