Metathesis-based synthesis of 3-methoxy alpha,beta-unsaturated lactones: total synthesis of (R)-kavain and of the C1-C6 fragment of jerangolid D

Pospisil, Jiri;Marko, Istvan
(2008) Tetrahedron Letters — Vol. 49, n° 9, p. 1523-1526 (2008)

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Authors
  • Pospisil, JiriUCLouvain
    Author
  • Marko, IstvanUCLouvain
    Author
Abstract
The total synthesis of (R)-kavain and of the C1-C6 fragment of jerangolid D has been achieved in nine and seven steps, respectively, from commercially available dimethyl D-Malate. A metathesis reaction of vinyl ethers and a sulfoxide-modified Julia olefination have been employed as the key steps. (c) 2007 Elsevier Ltd. All rights reserved.
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Pospisil, J., & Marko, I. (2008). Metathesis-based synthesis of 3-methoxy alpha,beta-unsaturated lactones: total synthesis of (R)-kavain and of the C1-C6 fragment of jerangolid D. Tetrahedron Letters, 49(9), 1523-1526. https://doi.org/10.1016/j.tetlet.2007.12.113 (Original work published 2008)