Journal
TETRAHEDRON LETTERS
Volume 57, Issue 19, Pages 2100-2102Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.04.001
Keywords
Natural products; Lactones; Maruoka allylation; Brown's allylation; Ring closing metathesis
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Funding
- UGC, New Delhi
- Council of Scientific and Industrial Research, Ministry of Science and Technology, New Delhi [CSC-0108]
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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.
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