Journal
TETRAHEDRON LETTERS
Volume 55, Issue 2, Pages 403-406Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.11.044
Keywords
Jacobsen hydrolytic kinetic resolution; Epoxides; Yamaguchi esterification; Ring-closing metathesis; Asymmetric synthesis; Macrolides
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Funding
- IICT, Hyderabad
- CSIR, New Delhi
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The first stereoselective total synthesis of natural product, dendrodolide A (1) is described from readily available (R)-propylene oxide and 3-buten-1-ol as starting materials. The synthesis was achieved in 10 steps with an overall yield of 19.1%. The key steps involved in the synthesis are Jacobsen hydrolytic kinetic resolution, epoxide ring opening with 2-allyl-1, 3-dithiane, Yamaguchi esterification, and ring-closing metathesis (RCM). 2013 Elsevier Ltd. All rights reserved.
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