Abstract
The first total synthesis of the proposed structure of cryptorigidifoliol B, recently isolated from the root wood of Cryptocarya rigidifolia has been achieved. It exhibits moderate antimalarial activity against chloroquine/mefloquine-resistant Dd2 strain of Plasmodium falciparum. The key steps of the strategy include the Maruoka asymmetric allylation of an aldehyde, a Reetz chelation-controlled allylation with 1,3-induction, Brown’s asymmetric allylation of an aldehyde, and a ring-closing metathesis reaction of diene.
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