Journal
TETRAHEDRON LETTERS
Volume 59, Issue 14, Pages 1435-1437Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.02.076
Keywords
Lucentamycin A; Samarium diiodide; Bromoalkyne; Radical cyclization; Cis-2,3-disubstituted pyrrolidine
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Funding
- JSPS [25860013]
- Grants-in-Aid for Scientific Research [25860013] Funding Source: KAKEN
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The formal synthesis of lucentamycin A (1) was accomplished in 14 steps from D-serine methyl ester as a starting material. All the requisite stereogenic centers on the pyrrolidine core of 1 were controlled by SmI2-mediated cyclization. Construction of the methyl unit at the C9 position of 1 was achieved by decarbonylation of lactol 11 with stoichiometric amount of Rh(PPh3)(3)Cl. (C) 2018 Elsevier Ltd. All rights reserved.
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