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Sidestepping stereochemical inversion: In an expedient, asymmetric total synthesis of (−)-frondosin B a novel palladium-catalyzed cyclization establishes the tetracyclic skeleton (see scheme). The absolute stereochemistry of naturally occurring marine metabolite (+)-frondosin B, an interleukin-8 inhibitor, has been reassigned. Tf=trifluoromethanesulfonyl.
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Hughes et al. (2002) studied this question.
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