Abstract

The asymmetric syntheses of naturally occurring biologically relevant abeo-abietane diterpenoids, (-)-taiwaniaquinone G (1a), and H (1b) have been reported via a chiral pool strategy starting from commercially available abietic acid. A ring contraction of the middle ring of the [6,6,6]-carbotricyclic abietane diterpenoid core was carried out under the Wolff rearrangement. Finally, the synthesis of (-)-taiwaniaquinone H (1b) was completed via a one-pot CAN-mediated oxidative decarboxylation.

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