First total synthesis of the proposed structure of cryptorigidifoliol B

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. (C) 2016 Elsevier Ltd. All rights reserved.