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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Total Synthesis of the Oxopolyene Macrolide (-)-Marinisporolide C

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Author(s):
Dias, Luiz C. [1] ; de Lucca, Jr., Emilio C. [1]
Total Authors: 2
Affiliation:
[1] Univ Estadual Campinas, Inst Chem, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ORGANIC LETTERS; v. 17, n. 24, p. 6278-6281, DEC 18 2015.
Web of Science Citations: 8
Abstract

The first total synthesis of (-)-marinisporolide C was performed in 25 steps (longest linear sequence) and an overall yield. of 1%. Due to the high degree of convergence and robustness, the C9-C35 fragment that corresponds to polyol portion was obtained in gram quantity: Highlights, of this synthesis include five highly stereoselective aldol reactions responsible for the construction Of five C-C bond's and six stereogenic Centers: Additionally, a very efficient Julia-Kocienski reaction was used to install a C22-C23 double bond, and the macrocyclic was closed using an intramolecular Horner-Wadsworth-Emmons olefination. (AU)

FAPESP's process: 11/06721-6 - Total synthesis of marinisporolide A
Grantee:Emílio Carlos de Lucca Júnior
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 12/02230-0 - Total synthesis of bioactive compounds: biological tests and design of new analogs
Grantee:Luiz Carlos Dias
Support type: Regular Research Grants
FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:Glaucius Oliva
Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC